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ChemInform Abstract: A Radical Cyclization Approach to Pyroglutamates.

โœ Scribed by K. GOODALL; A. F. PARSONS

Book ID
112036625
Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
27
Category
Article
ISSN
0931-7597

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ChemInform Abstract: A Diastereoselectiv
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A Diastereoselective Radical Cyclization Approach to Pyroglutamates. -The 5-endo radical cyclization of pyruvic acid derived dehydroalanines (VI) possessing chiral ester auxiliaries is reported. The diastereoselectivity can be increased up to 6:1 by cyclization of the corresponding 8-phenylmenthyl

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The 5-endo radical cyclisation of pyruvic acid derived dehydroalanines which contain chiral ester auxiliaries is reported. Cyclisation of the menthol ester derivative using Bu3SnH at 80ยฐC proceeded with low diastereoselectivity (1.