Abstract
Both enantiomers of 2-(2-propenyl)pyrrolidine 7 (75–84% ee), prepared via the asymmetric dihydroxylation (AD) of terminal olefin 5, underwent the second AD to provide all of the four stereoisomeric 2-(2-hydroxypropyl)pyrrolidines 8 with enantiomeric enhancement (>98% ee). An asymmetric synthesis, starting from 8, of several 2-(2-hydroxypropyl)pyrrolidine alkaloids is demonstrated.
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