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Carbohydrate based formal synthesis of stemoamide using ring-closing metathesis

✍ Scribed by Mukund K Gurjar; Dandepally Srinivasa Reddy

Book ID: 104232096
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 172 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)02052-4

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✦ Synopsis

A synthesis of stemoamide has been achieved from D-glucose. The stereocontrolled allylation under Barbier reaction conditions led to the installation of the 2-pyrrolidinone ring at C-3 followed by a ring-closing metathesis approach to construct the azepine ring system.

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