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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 7
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Original Articles

Bakers' Yeast Reductions of Alkyl Levulinates: Synthesis of (R)-(+) and (S)-(-)4-methylbutyrolactones

Hollie Jacobs Department of Chemistry and the Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces, NM, 88003-0001
,
Kent Berryman Department of Chemistry and the Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces, NM, 88003-0001
,
Joel Jones Department of Chemistry and the Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces, NM, 88003-0001
&
Aravamudan Gopalan Department of Chemistry and the Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces, NM, 88003-0001
Pages 999-1010 | Received 03 Jan 1990, Published online: 24 Oct 2006

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Rajender Datrika, Srinivasa Reddy Kallam, Rambabu Katta, Vidavalur Siddaiah & T. V. Pratap. (2018) Chiron approach towards optically pure γ-valerolactone from alanine. Synthetic Communications 48:21, pages 2801-2808.
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Aravamudan Gopalan, Richard Lucero, Hollie Jacobs & Kent Berryman. (1991) Bakers' Yeast Reduction of γ and δ Ketonitriles: Intermediates for the Synthesis of (S)-5-Hexanolide and Other Chiral Lactones. Synthetic Communications 21:12-13, pages 1321-1329.
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Articles from other publishers (17)

Jaan Parve, Marina Kudryashova, Tatsiana Shalima, Ly Villo, Moonika Ferschel, Allan Niidu, Ilme Liblikas, Indrek Reile, Riina Aav, Nicholas Gathergood, Lauri Vares, Tõnis Pehk & Omar Parve. (2022) Stereoselective Synthesis of γ‐(Acyloxy)carboxylic Acids and γ‐Lactones Featuring the Switch of Stereopreference of Candida antarctica Lipase B in Sodium γ‐Hydroxycarboxylate Homologues . European Journal of Organic Chemistry 26:3.
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Jaan Parve, Marina Kudryašova, Tatsiana Shalima, Ly Villo, Ilme Liblikas, Indrek Reile, Tõnis Pehk, Nicholas Gathergood, Riina Aav, Lauri Vares & Omar Parve. (2021) Scalable Lipase-Catalyzed Synthesis of ( R )-4-(Acyloxy)pentanoic Acids from Racemic γ-Valerolactone . ACS Sustainable Chemistry & Engineering 9:4, pages 1494-1499.
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Vaishali S. Shende, Amol B. Raut, Prathamesh Raghav, Ashutosh A. Kelkar & Bhalchandra M. Bhanage. (2019) Room-Temperature Asymmetric Transfer Hydrogenation of Biomass-Derived Levulinic Acid to Optically Pure γ-Valerolactone Using a Ruthenium Catalyst. ACS Omega 4:21, pages 19491-19498.
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Rajender Datrika, Srinivasa Reddy Kallam, Siddaiah Vidavalur, Nagaraju Rajana & T.V. Pratap. (2019) Formal synthesis of Cladospolide C & epi-Cladospolide C using R-(+)-γ-valerolactone as a chiral synthon. Tetrahedron 75:19, pages 2824-2831.
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Bálint Fridrich, József M. Tukacs & László T. Mika. 2017. Advances in Asymmetric Autocatalysis and Related Topics. Advances in Asymmetric Autocatalysis and Related Topics 223 240 .
József M. Tukacs, Bálint Fridrich, Gábor Dibó, Edit Székely & László T. Mika. (2015) Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform molecule. Green Chemistry 17:12, pages 5189-5195.
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Alba Díaz-Rodríguez, Wioleta Borzęcka, Iván Lavandera & Vicente Gotor. (2013) Stereodivergent Preparation of Valuable γ- or δ-Hydroxy Esters and Lactones through One-Pot Cascade or Tandem Chemoenzymatic Protocols. ACS Catalysis 4:2, pages 386-393.
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Katharina Götz, Andreas Liese, Marion Ansorge-Schumacher & Lutz Hilterhaus. (2013) A chemo-enzymatic route to synthesize (S)-γ-valerolactone from levulinic acid. Applied Microbiology and Biotechnology 97:9, pages 3865-3873.
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Ahmed Kamal, Mahendra Sandbhor & Ahmad Ali Shaik. (2003) Application of a one-pot lipase resolution strategy for the synthesis of chiral γ- and δ-lactones. Tetrahedron: Asymmetry 14:11, pages 1575-1580.
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Venkata B Nanduri, Ronald L Hanson, Animesh Goswami, John M Wasylyk, Thomas L LaPorte, Kishta Katipally, Hyei-Jha Chung & Ramesh N Patel. (2001) Biochemical approaches to the synthesis of ethyl 5-(s)-hydroxyhexanoate and 5-(s)-hydroxyhexanenitrile. Enzyme and Microbial Technology 28:7-8, pages 632-636.
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Géza Stájer & Ferenc Csende. (2000) 4- and 5-Oxocarboxylic Acids as Versatile Synthons for the Preparation of Heterocycles. HETEROCYCLES 53:6, pages 1379.
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Boris V Timokhin, V A Baransky & G D Eliseeva. (1999) Levulinic acid in organic synthesis. Russian Chemical Reviews 68:1, pages 73-84.
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. 1995. Enzyme Catalysis in Organic Synthesis. Enzyme Catalysis in Organic Synthesis 595 665 .
Stephen K. Taylor, Richard F. Atkinson, Eric P. Almli, Matthew D. Carr, Timothy J. Van Huis & Mark R. Whittaker. (1995) The synthesis of three important lactones via an enzymatic resolution strategy that improves ee's and yields. Tetrahedron: Asymmetry 6:1, pages 157-164.
Crossref
Árpád Molnár. 1993. Hydroxyl, Ether and Peroxide Groups (1993). Hydroxyl, Ether and Peroxide Groups (1993) 937 1018 .
Mukund P. Sibi & Janet A. Gaboury. (1992) Application of enzymatic methods to the synthesis of 5-substituted-2-furanones. Tetrahedron Letters 33:39, pages 5681-5684.
Crossref
H. JACOBS, K. BERRYMAN, J. JONES & A. GOPALAN. (2016) ChemInform Abstract: Bakers′ Yeast Reductions of Alkyl Levulinates: Synthesis of (R)‐(+)‐and (S)‐(‐)‐4‐Methylbutyrolactones.. ChemInform 21:42.
Crossref

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