Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225249 | Tetrahedron | 2009 | 22 Pages |
Abstract
Conjugate addition of lithium (R)-N-allyl-N-(α-methylbenzyl)amide or lithium (R)-N-but-3-enyl-N-(α-methylbenzyl)amide to an alkyl hexa-2,4-dienoate or alkyl hepta-2,6-dienoate, followed by ring-closing metathesis of the olefin functionalities within the resultant β-amino ester, generates a range of diastereoisomerically pure azacycles in good yield. These homochiral templates are readily transformed to a range of piperidine alkaloids of the Sedum family, and the corresponding five-, seven- and eight-membered ring homologues.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Stephen G. Davies, Ai M. Fletcher, Paul M. Roberts, Andrew D. Smith,