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From Amino Acids to Fused Chiral Pyrrolidines and Piperidines via the INOC Route

✍ Scribed by Eliezer Falb; Abraham Nudelman; Hugo E. Gottlieb; Alfred Hassner

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 449 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(200002)2000:4<645::aid-ejoc645>3.0.co;2-i

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✦ Synopsis

Intramolecular nitrile oxide olefin cycloaddition (INOC) reactions of oximes 1-3 and of 24-27 derived from l-amino acids have been found to proceed stereoselectively, yielding tricyclic fused pyrrolidines and piperidines. Further manipulation led to chiral hydroxymethyl-substituted fused piper-

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