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The enantioselective synthesis of (4 S ,5 S )‐ and (4 S ,5 R )‐5‐hydroxy‐4‐decanolide, the autoregulators from Strepotomyces griseus
Author(s) -
Jiang YanYing,
Fong WeiLin,
Ding WeiJue,
Lin GuoQiang
Publication year - 1989
Publication title -
acta chimica sinica english edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 0256-7660
DOI - 10.1002/cjoc.19890070512
Subject(s) - chemistry , enantioselective synthesis , propargyl alcohol , streptomyces griseus , yield (engineering) , propargyl , stereochemistry , alcohol , organic chemistry , catalysis , streptomyces , materials science , biology , bacteria , metallurgy , genetics
(4 S , 5 S )‐ and (4 S , 5 R )‐5‐Hydroxy‐4‐decanolide ( 1a and 1b ), the proposed autoregulators from Strepotomyces Griseus were synthesized from a propargyl alcohol 2 in an overall yield of 30%, employing the Sharpless asymmetric epoxidation as the key step.

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