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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, M
Mukhopadhyay, R
Bhattacharjya, A
 
Subject Chemistry, Organic
 
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.
 
Publisher AMER CHEMICAL SOCWASHINGTON1155 16TH ST, NW, WASHINGTON, DC 20036 USA
 
Date 2011-09-20T12:12:21Z
2011-09-20T12:12:21Z
2006
 
Type Article
 
Identifier ORGANIC LETTERS
1523-7060
http://hdl.handle.net/123456789/14239
 
Language English