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Pheromone Synthesis, CXLII. A New Synthesis of (3 S ,4 R )‐8‐Nonene‐3,4‐diol, the Key Intermediate for the Synthesis of (+)‐ endo ‐Brevicomin
Author(s) -
Mori Kenji,
Kiyota Hiromasa
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1992199201163
Subject(s) - chemistry , diol , key (lock) , stereochemistry , pheromone , sex pheromone , total synthesis , combinatorial chemistry , organic chemistry , computer science , ecology , botany , computer security , biology
(3 S ,4 R )‐8‐Nonene‐3,4‐diol ( 2 ), the key intermediate for the synthesis of the bark beetle pheromone (+)‐ endo ‐brevicomin ( 1 ), has been synthesized in 46% overall yield (10 steps) based on erythritol ( 6 ) by employing lipase‐mediated asymmetric acetylation as one of the steps.