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Preparation of optically active 4-allylazetidin-2-ones. An access to carbacephams |
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| Authors: | Saïd Oumoch Grard Rousseau |
| Institution: | Laboratoire des Carbocycles, URA CNRS 478, Institut de Chimie Moléculaire d'Orsay Université Paris-sud, Bât. 420, 91405 ORSAY CEDEX France |
| Abstract: | Transesterification of 4-allyl-1-hydroxymethylazetidin-2-ones using vinyl acetate in the presence of the lipase from Pseudomonas cepacia led to the corresponding (R)-acetates and the remaining (S)-alcohols in high yields and excellent ee's (E: 32–71). Subsequent reaction with BF3-Et2O can lead to the carbacepham framework. |
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