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Intramolecular 5-endo-Trig Aminopalladation of β-hydroxy-γ-alkenylamine: Efficient Route to a Pyrrolidine Ring and Its Application for the Synthesis of (-)-8,8a-di-epi-swainsonine

IR@CDRI: CSIR-Central Drug Research Institute, Lucknow

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Field Value
 
Creator Singh, Priyanka
Panda, Gautam
 
Date 2014-07-31T04:26:30Z
2014-07-31T04:26:30Z
2014
 
Identifier RSC Advances, 2014, 4, 2161-2166
http://hdl.handle.net/123456789/1322
 
Description The intramolecular aminopalladation reaction of L-serine derived β-hydroxy--alkenylamines undergoes 5-endo-trig cyclization to furnish pyrrolidine rings in high yields. The pyrrolidine thus obtained were elaborated to the synthesis of (-)-8,8a-di-epi-swainsonine, a specific and competitive inhibitor (Ki value 2 × 10-6 M) of lysosomal α-mannosidases.
 
Format 286860 bytes
application/pdf
 
Language en
 
Relation CSIR-CDRI Communication No. 8569
 
Subject Aminopalladation
β-hydroxy-γ-alkenylamine
Pyrrolidine Ring
8a-di-epi-swainsonine
 
Title Intramolecular 5-endo-Trig Aminopalladation of β-hydroxy-γ-alkenylamine: Efficient Route to a Pyrrolidine Ring and Its Application for the Synthesis of (-)-8,8a-di-epi-swainsonine
 
Type Article