Synthesis of the azatricyclic core of FR901483 by bridgehead vinylation via an anti-Bredt iminium ion

We have developed an alternative route to the azatricyclic core skeleton of FR901483 based on vinylation at the bridgehead position of 2-azabicyclo[3.3.1]nonane via an anti-Bredt iminium ion using vinylaluminum reagents. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 16; pp. 3013 - 3015
Main Authors Suzuki, H, Yamazaki, N, Kibayashi, C
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 16.04.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
vinylation
oxazolidines
metathesis
bridgehead chemistry
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Summary:We have developed an alternative route to the azatricyclic core skeleton of FR901483 based on vinylation at the bridgehead position of 2-azabicyclo[3.3.1]nonane via an anti-Bredt iminium ion using vinylaluminum reagents. (C) 2001 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(01)00345-8