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Divergent Cycloaddition and Ring-Closing Metathesis Approaches to Indolizidine and Pyrrolo[1,2-a]azepine Skeletons from a Chiral Precursor: An Expeditious Route to (-)-8-epi-Swainsonine Triacetate

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Title Divergent Cycloaddition and Ring-Closing Metathesis Approaches to Indolizidine and Pyrrolo[1,2-a]azepine
Skeletons from a Chiral Precursor: An Expeditious Route to
(-)-8-epi-Swainsonine Triacetate
 
Creator Nath, Madhumita
Mukhopadhyay, Ranjan
Bhattacharjya, Anup
 
Subject Chemistry
 
Description A divergent strategy for the synthesis of diverse azabicyclic ring systems has been developed in which a chiral N-allylpyrrolidine derivative,
obtained from a carbohydrate precursor was converted to (-)-8-epi-swainsonine triacetate by RCM and to a pyrrolo[1,2-a]azepine derivative and a 3-hydroxymethyl-substituted indolizidine by N-allylcarbohydrate nitrone and nitrile oxide cycloadditions.
 
Date 2006
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/451/1/ORGANIC_LETTERS%2C_8(_2)%2C__317%2D320_[141].pdf
Nath, Madhumita and Mukhopadhyay, Ranjan and Bhattacharjya, Anup (2006) Divergent Cycloaddition and Ring-Closing Metathesis Approaches to Indolizidine and Pyrrolo[1,2-a]azepine Skeletons from a Chiral Precursor: An Expeditious Route to (-)-8-epi-Swainsonine Triacetate. Organic Letters, 8 (2). pp. 317-320.
 
Relation http://dx.doi.org/10.1021/ol052716a CCC: $33.50
http://www.eprints.iicb.res.in/451/