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Asymmetric Synthesis via Acetal Templates. 14.1 Preparation of Enantiomerically Pure (3S,4S)- and (3S,4R)-Statine Derivatives

✍ Scribed by R.G. Andrew; R.E. Conrow; J.D. Elliott; W.S. Johnson; S. Ramezani

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
240 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Several (3S,4S)-and (3S,4R)-statine derivatives have been prepared by attack of nucleophiles on crystalline, epimeric N-BOC-lactams

7a and 76. The key step in the synthesis of the lactams was the TiC/4-catalyzed coupling reactions of acetals derived from (R)-1,3-butanediol with a//y/trimethy/silane.

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