The Absolute Configuration and Stereoselective Grignard Reaction of N-Substituted 4-Phenyl-1, 3-oxazolidines

Hiroshi TAKAHASHI; Bor Chyu-an HSIEH; Kimio HIGASHIYAMA

doi:10.1248/cpb.38.2429

Hiroshi TAKAHASHI, Bor Chyu-an HSIEH, Kimio HIGASHIYAMA

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Keywords: absolute configuration, organomagnesium complex, Grignard reaction, immonium salt intermediate, 1-phenylethylamine, (R)-phenylglycinol, 4-phenyl-1, 3-oxazolidine, stereoselective reaction, X-ray analysis

JOURNAL FREE ACCESS

1990 Volume 38 Issue 9 Pages 2429-2434

DOI https://doi.org/10.1248/cpb.38.2429

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Abstract

The configuration at the 2-position of 2-(p-bromophenyl)-N-methyl-4-phenyl-1, 3-oxazolidine (2a) was determined by X-ray analysis. The reactions of 2, 4-diphenyl- and 2-methyl-4-phenyl-1, 3-oxazolidines (2b-d and 2e-g) with methyl and phenylmagnesium bromides were investigated.

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