Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 12
46
Views
48
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of α-Methylene-γ-Lactones via Cr and Sn Complexes of β-Carbethoxy and β-Nitrile Allyl Bromides

&
Pages 1067-1074 | Published online: 19 Dec 2006

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (1)

S.E. Drewes, R.B. Taylor, N.S. Ramesar & J.S. Field. (1995) Metal-Mediated Reactions of α-Bromomethyl-Propenoate Esters. Synthetic Communications 25:3, pages 321-329.
Read now

Articles from other publishers (47)

Emmanuil I. Troyansky, Vikas Sikervar & Jagadish Pabba. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 7 .
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser, Louis Fieser & Janice Smith. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Kazuhiko Takai, Teck-Peng Loh, Yasunori Minami & Tamejiro Hiyama. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 19 .
K. Takai. 2014. Comprehensive Organic Synthesis II. Comprehensive Organic Synthesis II 159 203 .
Feng Jun-Tao, Wang De-Long, Wu Yong-Ling, Yan He & Zhang Xing. (2013) New antifungal scaffold derived from a natural pharmacophore: Synthesis of α-methylene-γ-butyrolactone derivatives and their antifungal activity against Colletotrichum lagenarium. Bioorganic & Medicinal Chemistry Letters 23:15, pages 4393-4397.
Crossref
Louis F. Fieser, Mary Fieser & Tse-Lok HoTse-Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser, Louis Fieser & Janice Smith. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 209 210 .
Min Shi, Feijun Wang, Mei-Xin Zhao & Yin WeiMei-Xin Zhao, Yin Wei & Min Shi. 2011. The Chemistry of the Morita-Baylis-Hillman Reaction. The Chemistry of the Morita-Baylis-Hillman Reaction 209 324 .
James A. Marshall, Céline A. Griot, Harry R. Chobanian & William H. Myers. (2010) Synthesis of a Lactone Diastereomer of the Cembranolide Uprolide D. Organic Letters 12:19, pages 4328-4331.
Crossref
Deevi Basavaiah, Bhavanam Sekhara Reddy & Satpal Singh Badsara. (2010) Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry. Chemical Reviews 110:9, pages 5447-5674.
Crossref
Adam Shih-Yuan Lee & Yu-Ting Chang. (2010) Synthesis of cis-3,4-diaryl α-methylene-γ-butyrolactams via sonochemical Barbier-type reaction. Tetrahedron Letters 51:29, pages 3800-3802.
Crossref
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser, Louis Fieser & Janice Smith. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 000 000 .
Louis F. Fieser, Mary Fieser & Tse-Lok HoTse-Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser, Louis Fieser & Janice Smith. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
George W. Kabalka, Bollu Venkataiah & Chunlan Chen. (2006) Baylis–Hillman chemistry: synthesis of cis- and trans-α-methylene-γ-lactones. Tetrahedron Letters 47:25, pages 4187-4189.
Crossref
Albert Padwa. (2005) The interaction of rhodium carbenoids with carbonyl compounds as a method for the synthesis of tetrahydrofurans. Journal of Organometallic Chemistry 690:24-25, pages 5533-5540.
Crossref
Kazuhiko Takai & Teck-Peng Loh. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Albert Padwa. (2005) Catalytic Decomposition of Diazo Compounds as a Method for Generating Carbonyl‐Ylide Dipoles. Helvetica Chimica Acta 88:6, pages 1357-1374.
Crossref
Kazuhiko Takai. 2004. Organic Reactions. Organic Reactions 253 612 .
Klaus Breitenstein, Amadeu Llebaria & Antonio Delgado. (2004) A solid-phase version of the Nozaki–Hiyama allylation of aldehydes with supported allylic bromides. Tetrahedron Letters 45:7, pages 1511-1513.
Crossref
Nozomi Saito, Hiroshi Saito, Miyuki Anzai, Akihiro Yoshida, Toshie Fujishima, Kazuya Takenouchi, Daishiro Miura, Seiichi Ishizuka, Hiroaki Takayama & Atsushi Kittaka. (2003) Dramatic Enhancement of Antagonistic Activity on Vitamin D Receptor:  A Double Functionalization of 1α-Hydroxyvitamin D 3 26,23-Lactones . Organic Letters 5:25, pages 4859-4862.
Crossref
Deevi Basavaiah, Anumolu Jaganmohan Rao & Tummanapalli Satyanarayana. (2003) Recent Advances in the Baylis−Hillman Reaction and Applications. Chemical Reviews 103:3, pages 811-892.
Crossref
Waldemar Adam, Hans-Georg Degen, Oliver Krebs & Chantu R. Saha-Möller. (2002) Efficient π-Facial Control in the Ene Reaction of Nitrosoarene, Triazolinedione, and Singlet Oxygen with Tiglic Amides of the Bornane-Derived Sultam as Chiral Auxiliary:  An Economical Synthesis of Enantiomerically Pure Nitrogen- and Oxygen-Functionalized Acrylic Acid Derivatives. Journal of the American Chemical Society 124:44, pages 12938-12939.
Crossref
Adam Shih-Yuan Lee, Yu-Ting Chang, Shu-Huei Wang & Shu-Fang Chu. (2002) Synthesis of 3,4-disubstituted α-methylene-γ-lactones via sonochemical Barbier-type reaction. Tetrahedron Letters 43:47, pages 8489-8492.
Crossref
Abderrahim Bouzide. (2002) Magnesium Bromide Mediated Highly Diastereoselective Heterogeneous Hydrogenation of Olefins. Organic Letters 4:8, pages 1347-1350.
Crossref
Paul D. Johnson & Paul A. Aristoff. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Emmanuil I. Troyansky. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Alois Fürstner. (1999) Carbon−Carbon Bond Formations Involving Organochromium(III) Reagents. Chemical Reviews 99:4, pages 991-1046.
Crossref
Yvan Guindon & J. Rancourt. (1998) The Use of Lewis Acids in Radical Chemistry. Chelation-Controlled Radical Reductions of Substituted α-Bromo-β-alkoxy Esters and Chelation-Controlled Radical Addition Reactions. The Journal of Organic Chemistry 63:19, pages 6554-6565.
Crossref
Leo A. Paquette, Roger R. Rothhaar, Methvin Isaac, Lillian M. Rogers & Robin D. Rogers. (1998) Diastereo- and Enantiodifferentiation in Indium-Promoted Allylations of 2,3-Azetidinediones in Water. Definition of Long-Range Stereocontrol Elements on π-Facial Selectivity for β-Lactam Synthesis. The Journal of Organic Chemistry 63:16, pages 5463-5472.
Crossref
Engelbert Ciganek. 2004. Organic Reactions. Organic Reactions 201 350 .
Methvin B. Isaac & Leo A. Paquette. (1997) Experimental Test of Setting Three Contiguous Stereogenic Centers in Water. Diastereoselective Coupling of Geometrically Biased Allylic Bromides to α-Oxy Aldehydes with Indium. The Journal of Organic Chemistry 62:16, pages 5333-5338.
Crossref
Shwu-Ju Shieh, Chi-Chung Chen & Rai-Shung Liu. (1997) Tungsten-Mediated Syntheses of Fused α-Methylenebutyrolactones from Propargyl Bromides Containing Tethered Aldehydes and Ketones. The Journal of Organic Chemistry 62:7, pages 1986-1990.
Crossref
Deevi Basavaiah, Polisetti Dharma Rao & Rachakonda Suguna Hyma. (1996) The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction. Tetrahedron 52:24, pages 8001-8062.
Crossref
Albert Padwa. (2013) Synthetic Applications of Carbonyl Ylides Generated via the Tandem Cyclization Cycloaddition Reaction of Rhodium Carbenoids. Journal of the Chinese Chemical Society 40:2, pages 97-112.
Crossref
Michel Bulliard, Margareta Zehnder & Bernd Giese. (2004) 1,2‐Stereoinduction in Radical Reactions: Stereoselective Synthesis of 2‐Alkyl‐3‐hydroxybutanoates. Helvetica Chimica Acta 74:7, pages 1600-1607.
Crossref
Albert Padwa. (2002) Generation and utilization of carbonyl ylides via the tandem cyclization-cycloaddition method. Accounts of Chemical Research 24:1, pages 22-28.
Crossref
William R. Roush. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 1 53 .
Nicholas A. Saccomano. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 173 209 .
Siegfried E. Drewes, Neville D. Emslie, Nazira Karodia & Abdullah A. Khan. (2006) Facile Diastereoselective Synthesis of 2,6‐Dialkyl‐5‐methylene‐1,3‐dioxan‐4‐ones via α‐Activated Vinyl Esters. Chemische Berichte 123:6, pages 1447-1448.
Crossref
Tooru Fujiwara, Koichi Morita & Takeshi Takeda. (1989) A New Method for the Preparation of α-Methylene-γ-butyrolactones Using 3-Ethoxycarbonyl-3-(phenylsulfonyl)cyclobutanone. Bulletin of the Chemical Society of Japan 62:5, pages 1524-1527.
Crossref
Louis S. Hegedus. (1988) Transition metals in organic synthesis annual survey covering the year 1986. Journal of Organometallic Chemistry 343:1-3, pages 147-397.
Crossref
Siegfried E. Drewes & Gregory H.P. Roos. (1988) Synthetic potential of the tertiary-amine-catalysed reaction of activated vinyl carbanions with aldehydes. Tetrahedron 44:15, pages 4653-4670.
Crossref
Jean-Marc Pons & Maurice Santelli. (1988) Reductions promoted by low valent transition metal complexes in organic synthesis. Tetrahedron 44:14, pages 4295-4312.
Crossref
Kyoko Nozaki, Koichiro Oshima & Kiitiro Utimoto. (1987) Synthesis of α-Methylene-γ-butyrolactones via Addition of Tin Hydride to Enynes Induced by Triethylborane. Bulletin of the Chemical Society of Japan 60:9, pages 3465-3467.
Crossref
S. E. DREWES & R. F. A. HOOLE. (1986) ChemInform Abstract: Synthesis of α-Methylene-γ-lactones via Cr and Sn Complexes of β-Carbethoxy and β-Nitrile Allyl Bromides.. Chemischer Informationsdienst 17:4.
Crossref
P. Auvray, P. Knochel & J.F. Normant. (1986) Diastereoselective addition of the 2-phenylsulfonyl-substituted allylic bromides to aldehydes in the presence of zinc or chromium (II) chloride. Tetrahedron Letters 27:42, pages 5091-5094.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.