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Pheromone Synthesis, CLXXXII . Synthesis of (1 R ,1′ R ,5′ R ,7′ R )‐ and (1 S ,1′ R ,5′ R ,7′ R )‐ 1‐hydroxy‐ exo ‐Brevicomin, the Components of the Male‐Produced Volatiles of the Mountain Pine Beetle, dendroctonus ponderosae
Author(s) -
Yokoyama Yūsuke,
Mori Kenji
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970509
Subject(s) - chemistry , dihydroxylation , stereochemistry , sharpless asymmetric dihydroxylation , enantioselective synthesis , organic chemistry , catalysis
Both (1 R )‐ and (1 S )‐hydroxy derivatives of (+)‐exo‐brevicomin {(1 R ,1′ R ,5′ R ,7′ R )‐1‐(5′‐methyl‐6′,8′‐dioxabicyclo[3.2.1]‐octyl)ethanol ( 1 ) and its (1 S )‐isomer ( 2 )} were synthesized by employing Sharpless asymmetric dihydroxylation as the key reaction.