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Pheromone Synthesis, CXLV. Synthesis of the Enantiomers of Rhynchophorol [( E )‐6‐Methyl‐2‐hepten‐4‐ol], the Male‐Produced Aggregation Pheromone of the American Palm Weevil, Rhynchophorus palmarum
Author(s) -
Mori Kenji,
Ishigami Ken
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.1992199201196
Subject(s) - chemistry , pheromone , weevil , propionate , palm , enantiomer , hydrolysis , sex pheromone , botany , stereochemistry , organic chemistry , biology , physics , quantum mechanics
Both the enantiomers of rhynchophorol [( E )‐6‐methyl‐2‐hepten‐4‐ol ( 1 )], the male‐produced aggregation pheromone of the American palm weevil ( Rhynchophorus palmarum ), have been synthesized by reducing their precursors, ( R )‐ and ( S )‐6‐methyl‐2‐heptyn‐4‐ol ( 2 ), which have been prepared by lipasemediated asymmetric hydrolysis of the corresponding acetate and propionate.