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Diastereospecific synthesis of (S,S)-2-substituted-4,4-diphenyl-3, 1-oxazabicyclo[3.3.0]octanes

✍ Scribed by Gang Zuo; Qihan Zhang; Jiaxi Xu

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
72 KB
Volume
14
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

(S,S)‐2‐Substituted‐4,4‐diphenyl‐3,1‐oxazabicyclo[3.3.0]octanes were synthesized diaster‐eospecifically from aldehydes and (S)‐2‐(hydroxydiphenylmethyl)pyrrolidine, which was obtained from L‐proline, under acid‐catalyzed conditions in anhydrous toluene. The stereospecificity of the condensation reaction is discussed. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:42–45, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10064

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