Intramolecular α-acylamino radical cyclizations with acylsilanes in the preparation of polyhydroxylated alkaloids: (+)-lentiginosine, (+)-1,8a-di-epi-lentiginosine, and (+)-1,2-di-epi-swainsonine
Resource
Tetrahedron Letters 48 (36): 6271-6274
Journal
Tetrahedron Letters
Pages
6271-6274
Date Issued
2007
Date
2007
Author(s)
Chen, Ming-Jen
Tsai, Yeun-Min
Abstract
Acylsilanes with latent α-acylamino radical functionality were prepared from different chiral templates. Radical cyclizations of these acylsilanes efficiently constructed polyhydroxylated indolizidine derivatives with excellent stereoselectivity at the bridgehead position. These cyclization products were converted to (+)-lentiginosine, (+)-1,8a-di-epi-lentiginosine, and (+)-1,2-di-epi-swainsonine. © 2007 Elsevier Ltd. All rights reserved.
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journal article
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