ChemInform Abstract: α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. Part 13. The Practical Procedure for a Preparation of 1-Chloroalkyl p-Tolyl Sulfoxides (II) in High Optically Active Form: A Very Short Synthesis of Optically Active D

ChemInform ◽  
1988 ◽  
Vol 19 (24) ◽  
Author(s):  
T. SATOH ◽  
T. OOHARA ◽  
Y. UEDA ◽  
K. YAMAKAWA
Keyword(s):  
Organic Synthesis ◽  
Active Form ◽  
Optically Active ◽  
Practical Procedure ◽  
Short Synthesis

Enzymes in organic synthesis. 36. Synthesis of optically active civet constituent from an enzyme-generated chiral synthon

1987 ◽  
Vol 65 (4) ◽  
pp. 704-707 ◽  
Author(s):  
J. Bryan Jones ◽  
R. Scott Hinks
Keyword(s):  
Acetic Acid ◽  
Organic Synthesis ◽  
Pancreatic Lipase ◽  
Optically Active ◽  
Starting Material ◽  
Porcine Pancreatic Lipase ◽  
Hydrolysis Of ◽  
Enzymes In Organic Synthesis ◽  
Chiral Synthon

A synthesis of the civet constituent, (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, is described, in which the key stereochemistry of the chiral starting material is set by an enantiotopically selective, porcine pancreatic lipase-catalyzed, hydrolysis of a meso diester.

Use of enzymes as catalysts to promote key transformations in organic synthesis

1989 ◽  
Vol 324 (1224) ◽  
pp. 577-587 ◽  
Keyword(s):  
Organic Synthesis ◽  
Large Scale ◽  
Immobilized Enzymes ◽  
Building Blocks ◽  
Optically Active ◽  
The Past ◽  
Small Proteins ◽  
Areas Of Interest ◽  
Oxidation Of Benzene ◽  
Reduction Of Ketones

The field of biotransformations has developed rapidly over the past eight years. The use of esterases and lipases is now widespread; these enzymes are of particular importance in the production of optically active building blocks for organic synthesis as well as in large-scale processes involving the transesterification of fats. The latter area (i.e. the catalysis of esterification processes) has stimulated research into the properties of immobilized enzymes and the use of enzymes in low-water systems. In related work, enzymes have been used for the preparation of peptides and small proteins. Redox enzymes have been investigated extensively, particularly with regard to the stereocontrolled reduction of ketones to secondary alcohols. The methods for using commercially available enzymes of this type have become increasingly ‘userfriendly’. The controlled oxidation of hydrocarbon units is another area that has deserved increased attention. For example, oxidation of benzene and simple derivatives by Pseudomonas sp. has been researched by a number of U.K. groups. These recent advances in enzyme-catalysed reactions (using both whole-cell systems and partly purified protein) for the transformation of unnatural substrates is discussed and some areas of interest for the future are outlined.

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