Y. Bubnov, L. I. Lavrinovich, A. Y. Zykov
1992
Citations
0
Influential Citations
12
Citations
Journal
Mendeleev Communications
Abstract
Enantioselective allylboration of bromoacetaldehyde with allyl(diisopinocampheyl)borane 2 or allyl(diisocaranyl)borane 3 has been used as a key step in the first synthesis of (+)-(R)-6 [89% enantiomeric excess (e.e.)] and (–)-(S)-allyloxirane 7 (92% e.e.), respectively; in two steps, oxirane 6 was converted into (–)-GABOB [(R)-4-amino-3-hydroxybutyric acid] 9 (89% e.e.), which is both a neuromodulator of the mammalian central nervous system and a drug.