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Synthesis of decalin type chiral synthons based on enzymatic functionalisation and their application to the synthesis of (−)-ambrox and (+)-zonarol

Authors :
Masako Nozawa
Hiroyo Shimizu
Hiroyuki Akita
Source :
Tetrahedron: Asymmetry. 9:1789-1799
Publication Year :
1998
Publisher :
Elsevier BV, 1998.

Abstract

Stereoselective syntheses of (−)-ambrox 2 and (+)-zonarol 3 were achieved based on the enzymatic syntheses of (8a S )- and (8a R )-decalin-type 1,3-diols 1 , respectively. Non-racemic intermediates such as (8a S )- 1 and (8a R )- 1 were obtained based on the enantioselective hydrolyses of the phenolic acetal derivative (±)- 7 by acylase I.

Details

ISSN :
09574166
Volume :
9
Database :
OpenAIRE
Journal :
Tetrahedron: Asymmetry
Accession number :
edsair.doi...........74eecc62c9890789e9395522f2235ff7