ENANTIOSELECTIVE SYNTHESIS OF (3S,4S)-4-METHYL-3-HEPTANOL, A BEETLE PHEROMONE, VIA THE REGIOSELECTIVE CLEAVAGE OF AN ALPHA-EPOXY OXAZOLIDINE

Authors
AGAMI C COUTY F VENIER O
Citation
C. Agami et al., ENANTIOSELECTIVE SYNTHESIS OF (3S,4S)-4-METHYL-3-HEPTANOL, A BEETLE PHEROMONE, VIA THE REGIOSELECTIVE CLEAVAGE OF AN ALPHA-EPOXY OXAZOLIDINE, Synlett, (6), 1996, pp. 511
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
6
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):6<511:ESO(AB>2.0.ZU;2-K
Abstract
Chiral alpha-epoxy oxazolidines derived from (R)-phenyl glycinol were reacted with organo cuprates in a totally regio and stereoselective wa y. This key-step sustained the synthesis of enantiopure (3S,4S)-4-meth yl-3-heptanol, a beetle aggregation pheromone, and of its (3S,4R) anti stereoisomer, the enantiomer of an ant trail pheromone.