Asymmetric routes towards polyfunctionalized pyrrolidines: Synthesis and reactivity of a chiral silyloxypyrrole

DOI: 10.1016/0040-4039(95)02388-7

Source and publish data:

Tetrahedron Letters p. 1213 - 1216 (1996)

Update date:2022-08-05

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Authors:

Baussanne, Isabelle

Royer, Jacques

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Article abstract of DOI:10.1016/0040-4039(95)02388-7

Starting from O-protected (R)-(-)-phenylglycinol, chiral silyloxypyrrole 5 was prepared in two steps and its reaction with achiral aldehydes under Mukaiyama's reaction conditions was investigated. Addition occurred at the C-5 position of the pyrrolidine ring with complete lk selectivity (except in the case of acetaldehyde) and a moderate to good diastereofacial (RR vs SS) selectivity.

Full text of DOI:10.1016/0040-4039(95)02388-7

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