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An Unusual Diastereoselective Pictet–Spengler Reaction: Synthesis of Novel Tetrahydro-β-Carboline Glycosides

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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Field Value
 
Title An Unusual Diastereoselective Pictet–Spengler Reaction: Synthesis of Novel Tetrahydro-β-Carboline Glycosides
 
Creator Pradhan, Prasun K
Nandi, Debkumar
Pradhan, Soma
Jaisankar , P
Giri, V S
 
Subject Chemistry
 
Description An unusual kinetic approach to the Pictet–Spengler reaction was investigated, in which L- or D-tryptophan methyl ester reacted with aldehydes of 1,2-O-cyclohexylidene-3-allyloxy-α-Dxylofuranose, yielding exclusively the cis or trans diastereomer of tetrahydro-β-carboline glycoside, respectively, with complete stereocontrol
 
Date 2013
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1821/1/SYNLETT_24__(_1)___85%2D89_;2013[11].pdf
Pradhan, Prasun K and Nandi, Debkumar and Pradhan, Soma and Jaisankar , P and Giri, V S (2013) An Unusual Diastereoselective Pictet–Spengler Reaction: Synthesis of Novel Tetrahydro-β-Carboline Glycosides. Synlett, 24 (1). pp. 85-89.
 
Relation http://dx.doi.org/10.1055/s-0032-1317632;
http://www.eprints.iicb.res.in/1821/