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Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 31, 2001 - Issue 19

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THE BAYLIS—HILLMAN REACTION: TiCl₄ MEDIATED COUPLING OF ALKYL VINYL KETONES WITH α-KETO ESTERS AND ALDEHYDES

Deevi Basavaiah School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India

Bandaru Sreenivasulu School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India

Ravi Mallikarjuna Reddy School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India

Kannan Muthukumaran School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India

Pages 2987-2995 | Received 22 Sep 2000, Published online: 16 Aug 2006

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https://doi.org/10.1081/SCC-100105670

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Articles from other publishers (25)

Deevi Basavaiah & Ram Tilak Naganaboina. (2018) The Baylis–Hillman reaction: a new continent in organic chemistry – our philosophy, vision and over three decades of research. New Journal of Chemistry 42:17, pages 14036-14066.
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Dariusz Cież, Aleksandra Pałasz & Bartosz Trzewik. (2016) Titanium Enolate Chemistry at the Beginning of the 21st Century. European Journal of Organic Chemistry 2016:8, pages 1476-1493.
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Shinobu Takizawa, Fernando Arteaga Arteaga, Kenta Kishi, Shuichi Hirata & Hiroaki Sasai. (2014) Facile Regio- and Stereoselective Metal-Free Synthesis of All-Carbon Tetrasubstituted Alkenes Bearing a C(sp 3 )–F Unit via Dehydroxyfluorination of Morita–Baylis–Hillman (MBH) Adducts . Organic Letters 16:16, pages 4162-4165.
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Deevi Basavaiah, Gorre Veeraraghavaiah & Satpal Singh Badsara. (2014) Ketones as electrophiles in two component Baylis–Hillman reaction: a facile one-pot synthesis of substituted indolizines. Organic & Biomolecular Chemistry 12:10, pages 1551.
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Jinlong Zhang, Xihong Liu, Xiaojuan Ma & Rui Wang. (2013) Direct asymmetric aldol addition–isomerization of α,β-unsaturated γ-butyrolactam with aryl α-ketoesters: synthesis of MBH-type products. Chemical Communications 49:32, pages 3300.
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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 79 208 .

Shin-ichi Watanabe & Tadashi Kataoka. (2011) Tandem Reactions Initiated by the Conjugate Addition of Chalcogen Compounds ― Utilization and Synthesis of Heterocycles ―. HETEROCYCLES 83:3, pages 447.
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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.
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Indubhusan Deb, Pramod Shanbhag, Shaikh M. Mobin & Irishi N. N. Namboothiri. (2009) Morita-Baylis-Hillman Reactions Between Conjugated Nitroalkenes or Nitrodienes and Carbonyl Compounds. European Journal of Organic Chemistry 2009:24, pages 4091-4101.
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Lise-Lotte Gundersen, Frode Rise, Kjell Undheim, Enrique Aguilar & Patricia García-García. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.

Indubhusan Deb, Mamta Dadwal, Shaikh M. Mobin & Irishi N. N. Namboothiri. (2006) Hydroxyalkylation of Conjugated Nitroalkenes with Activated Nonenolizable Carbonyl Compounds. Organic Letters 8:6, pages 1201-1204.
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Min Shi & Wen Zhang. (2005) Organocatalysts of tertiary-phosphines and amines catalyzed reactions of α-keto esters with cyclopent-2-enone. Tetrahedron 61:50, pages 11887-11894.
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Tadashi Kataoka & Hironori Kinoshita. (2004) Chalcogenide–Lewis Acid Mediated Tandem Michael Aldol Reaction — an Alternative to the Morita–Baylis–Hillman Reaction and a New Development. European Journal of Organic Chemistry 2005:1, pages 45-58.
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Cornelia Faltin, Eimear M. Fleming & Stephen J. Connon. (2004) Acrylamide in the Baylis−Hillman Reaction: Expanded Reaction Scope and the Unexpected Superiority of DABCO over More Basic Tertiary Amine Catalysts. The Journal of Organic Chemistry 69:19, pages 6496-6499.
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Declan J. Maher & Stephen J. Connon. (2004) Acceleration of the DABCO-promoted Baylis–Hillman reaction using a recoverable H-bonding organocatalyst. Tetrahedron Letters 45:6, pages 1301-1305.
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Deevi Basavaiah, Bandaru Sreenivasulu & Anumolu Jaganmohan Rao. (2003) Steric Factors Direct Baylis−Hillman and Aldol Reactions in Titanium Tetrachloride Mediated Coupling between α-Keto Esters and Cyclohex-2-enone Derivatives. The Journal of Organic Chemistry 68:15, pages 5983-5991.
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Deevi Basavaiah & Anumolu Jaganmohan Rao. (2003) 1-Benzopyran-4(4H)-ones as novel activated alkenes in the Baylis–Hillman reaction: a simple and facile synthesis of indolizine-fused-chromones. Tetrahedron Letters 44:23, pages 4365-4368.
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Deevi Basavaiah, Anumolu Jaganmohan Rao & Tummanapalli Satyanarayana. (2003) Recent Advances in the Baylis−Hillman Reaction and Applications. Chemical Reviews 103:3, pages 811-892.
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Wanda P. Almeida & Fernando Coelho. (2003) An easy and stereoselective synthesis of N-Boc-dolaproine via the Baylis–Hillman reaction. Tetrahedron Letters 44:5, pages 937-940.
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Fernando Coelho, Wanda P. Almeida, Demetrius Veronese, Cristiano R. Mateus, Elizandra C. Silva Lopes, Rodrigo C. Rossi, Gabriel P.C. Silveira & César H. Pavam. (2002) Ultrasound in Baylis–Hillman reactions with aliphatic and aromatic aldehydes: scope and limitations. Tetrahedron 58:37, pages 7437-7447.
Crossref

Arundhati Patra, Sanjay Batra, Bhawani S. Joshi, Raja Roy, Bijoy Kundu & Amiya P. Bhaduri. (2002) TiCl 4 -Promoted Baylis−Hillman Reactions of Substituted 5-Isoxazolecarboxaldehydes with Cycloalkenones 1 . The Journal of Organic Chemistry 67:16, pages 5783-5788.
Crossref

Deevi Basavaiah & Bandaru Sreenivasulu. (2002) Highly diastereoselective TiCl4 mediated addition of (E)-cinnamyl(tributyl)tin to α-keto esters. Tetrahedron Letters 43:16, pages 2987-2990.
Crossref

Deevi Basavaiah, Bandaru Sreenivasulu, Ravi Mallikarjuna Reddy & Kannan Muthukumaran. (2010) ChemInform Abstract: The Baylis—Hillman Reaction: TiCl 4 Mediated Coupling of Alkyl Vinyl Ketones with α‐Keto Esters and Aldehydes. . ChemInform 33:2.
Crossref

Tadashi Kataoka, Hironori Kinoshita, Sayaka Kinoshita & Tatsunori Iwamura. (2002) The chalcogeno-Baylis–Hillman reaction of ketones and α-dicarbonyl compounds. J. Chem. Soc., Perkin Trans. 1:18, pages 2043-2045.
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THE BAYLIS—HILLMAN REACTION: TiCl4 MEDIATED COUPLING OF ALKYL VINYL KETONES WITH α-KETO ESTERS AND ALDEHYDES

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THE BAYLIS—HILLMAN REACTION: TiCl₄ MEDIATED COUPLING OF ALKYL VINYL KETONES WITH α-KETO ESTERS AND ALDEHYDES