An efficient route for the synthesis of methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate by using baker’s yeast-catalyzed asymmetric reduction

Methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate 1, a key synthetic intermediate for the synthesis of terpenoids, was efficiently synthesized by using a baker’s yeast-catalyzed asymmetric reduction of a σ-symmetrical 1,3-cyclohexanedione derivative.

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 17; no. 11; pp. 1655 - 1662
Main Authors Katoh, Takahiro, Mizumoto, Shinsuke, Fudesaka, Masato, Takeo, Masatoshi, Kajimoto, Tetsuya, Node, Manabu
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 17.07.2006
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ENANTIOSELECTIVE REDUCTION
CHIRAL BUILDING-BLOCKS
STEREOSELECTIVE-SYNTHESIS
MICROBIAL REDUCTION
(-)-ACANTHOIC ACID
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Summary:Methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate 1, a key synthetic intermediate for the synthesis of terpenoids, was efficiently synthesized by using a baker’s yeast-catalyzed asymmetric reduction of a σ-symmetrical 1,3-cyclohexanedione derivative.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2006.06.015