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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 8
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Original Articles

Studies Toward the Diastereoselective Reduction of 2-Alkoxycarbonyl-2-allyl-cyclopentanone Derivatives with Boron Hydrides

Carlos A. M. Fraga Laboratório de AvaliacęLião de Síntese de Substacirc;ncias Bioativas (L.A.S.S. Bio), Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, C.P. 68006, ZIP-21944190, Rio de Janeiro, R.J., Brazil
&
Eliezer J. Barreiro Laboratório de AvaliacęLião de Síntese de Substacirc;ncias Bioativas (L.A.S.S. Bio), Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, C.P. 68006, ZIP-21944190, Rio de Janeiro, R.J., Brazil
Pages 1133-1144 | Received 11 Oct 1994, Published online: 23 Sep 2006

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Lis H. P. Teixeira, Maria Cecília B. V. de Souza, Maria da Conceição K. V. Ramos, Francisco R. de Aquino Neto, Eliezer J. Barreiro & Carlos A. M. Fraga. (2002) STUDIES ON THE DIASTEREO- SELECTIVE REDUCTION OF 2-ACETYL-2-ALKYL- γ-BUTYROLACTONES WITH BORON HYDRIDES1*. Synthetic Communications 32:4, pages 505-526.
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LisH. P. Teixeira, EliezerJ. Barreiro & CarlosA. M. Fraga. (1997) Reduction of 2-Alkyl-2-carbomethoxy-cyclopentanone Derivatives with Sodium Borohydride. II. The Elucidation of the Diastereoselective Control . Synthetic Communications 27:18, pages 3241-3257.
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Articles from other publishers (19)

Ildar R. Iusupov, Evgeny R. Lukyanenko, Andrea Altieri & Alexander V. Kurkin. (2022) Design and Synthesis of Fsp3‐Enriched Spirocyclic‐Based Biological Screening Compound Arrays via DOS Strategies and Their NNMT Inhibition Profiling. ChemMedChem 17:24.
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Irina Geibel, Anna Dierks, Marc Schmidtmann & Jens Christoffers. (2016) Formation of δ-Lactones by Cerium-Catalyzed, Baeyer–Villiger-Type Coupling of β-Oxoesters, Enol Acetates, and Dioxygen. The Journal of Organic Chemistry 81:17, pages 7790-7798.
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Julien MalassisNathan BartlettKane HandsMatthew D. SelbyBruno Linclau. (2016) Total Synthesis of (−)-Luminacin D. The Journal of Organic Chemistry 81:9, pages 3818-3837.
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Mohd Fazli Mohammat, Nurul Shulehaf Mansor, Zurina Shaameri & Ahmad Sazali Hamzah. (2015) Diastereoselective Reduction of 2,3-Dioxo-4-carboxy-5-substituted Pyrrolidines Using NaBH 4 /AcOH and Heterogenous Hydrogenation Reactions . Journal of the Korean Chemical Society 59:1, pages 31-35.
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Zurina Shaameri, Sharifah Hidayah Sharif Ali, Mohd Fazli Mohamat, Bohari M. Yamin & Ahmad Sazali Hamzah. (2013) A Short and Elegant Synthesis of (±)-Streptopyrrolidine. Journal of Heterocyclic Chemistry 50:2, pages 320-325.
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José Alemán, Efraím Reyes, Bo Richter, Jacob Overgaard & Karl Anker Jørgensen. (2007) Organocatalytic asymmetric “anti-Michael” reaction of β-ketoesters. Chemical Communications:38, pages 3921.
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Joyce Benzaquem Ribeiro, Livia Maria Andrade de Sousa, Mariana da Volta Soares, Maria da Conceição Klaus V. Ramos, Francisco Radler de Aquino Neto, Carlos Alberto Mansour Fraga, Selma G. Ferreira Leite, Yraima Cordeiro & Octavio A.C. Antunes. (2006) Microbial reduction of α-acetyl-γ-butyrolactone. Tetrahedron: Asymmetry 17:6, pages 984-988.
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Christoph Kobler & Franz Effenberger. (2004) Hydroxynitrile lyase-catalyzed addition of HCN to 2-substituted cyclopentanones. Tetrahedron: Asymmetry 15:23, pages 3731-3742.
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Carlos A.M Fraga, Lis Helena P Teixeira, Carla Maria de S Menezes, Carlos Mauricio R Sant'Anna, Maria da Conceição K.V Ramos, Francisco R.de Aquino Neto & Eliezer J Barreiro. (2004) Studies on diastereoselective reduction of cyclic β-ketoesters with boron hydrides. Part 4: The reductive profile of functionalized cyclohexanone derivatives. Tetrahedron 60:12, pages 2745-2755.
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Masanari Kimura, Ryutaro Mukai, Naoko Tanigawa, Shuji Tanaka & Yoshinao Tamaru. (2003) Triethylborane as an efficient promoter for palladium-catalyzed allylation of active methylene compounds with allyl alcohols. Tetrahedron 59:39, pages 7767-7777.
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Emerson P Peçanha, Hugo Verli, Carlos R Rodrigues, Eliezer J Barreiro & Carlos A.M Fraga. (2002) Highly diastereoselective mercury-mediated synthesis of functionalized 2-azabicyclo[3.3.0]octane derivatives. Tetrahedron Letters 43:9, pages 1607-1611.
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Jens Christoffers & Alexander Mann. (2001) New Auxiliaries for Copper-Catalyzed Asymmetric Michael Reactions: Generation of Quaternary Stereocenters at Room Temperature. Chemistry 7:5, pages 1014-1027.
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Michael J. Burke, Murray M. Allan, Masood Parvez & Brian A. Keay. (2000) Synthesis and applications of (1 R ,5 S ,6 S )-6-(2,2-dimethylpropanamido)spiro[4.4]nonan-1-ol as a chiral auxiliary in Diels–Alder reactions. Tetrahedron: Asymmetry 11:13, pages 2733-2739.
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Margareth Rôse de L. Santos, Eliezer J. Barreiro, Raimundo Braz-Filho & Carlos Alberto M. Fraga. (2000) Synthesis of Functionalized γ-Spirolactone and 2-Oxabicyclo[3.3.0]octane Derivatives from Nucleophilic Oxirane Ring Opening. Tetrahedron 56:30, pages 5289-5295.
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Jens Christoffers, Ulrich Rößler & Thomas Werner. (2000) Construction of Quaternary Stereocenters by Nickel-Catalysis of Asymmetric Michael Reactions. European Journal of Organic Chemistry 2000:5, pages 701-705.
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Carlos A. M. Fraga, Eliezer J. Barreiro, Edson F. da Silva, Anderson R. dos Santos, Maria da Concei��o K. V. Ramos & Francisco R. de Aquino Neto. (1997) Improvement of enantioselective syntheses and chiral high resolution gas chromatographic analyses of (+)-2-allyl-2-carboethoxy-cyclopentanol. Chirality 9:4, pages 321-324.
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Carlos A. M. Fraga & Eliezer J. Barreiro. (1996) Enantiofacial selective reduction of 2-allyl-2-carboethoxy-cyclopentanone mediated by baker's yeast. Chirality 8:4, pages 305-310.
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Carlos Mauricio R. de Sant'Anna, Ricardo Bicca de Alencastro, Eliezer J. Barreiro & Carlos A.M. Fraga. (1995) Semiempirical calculations on the mechanism of stereoselective NaBH4 reduction of 2-methoxycarbonyl-2-allyl-cyclopentanone. Journal of Molecular Structure: THEOCHEM 340:1-3, pages 193-199.
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C. A. M. FRAGA & E. J. BARREIRO. (2010) ChemInform Abstract: Studies Towards the Diastereoselective Reduction of 2‐Alkoxycarbonyl‐2‐ allyl‐cyclopentanone Derivatives with Boron Hydrides.. ChemInform 26:31.
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