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

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Title An Unusual Diastereoselective Pictet–Spengler Reaction: Synthesis of Novel Tetrahydro-β-Carboline Glycosides
 
Creator Pradhan, Prasun K
Nandi, Debkumar
Das Pradhan, Soma
Jaisankar, Parasuraman
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/1975/1/SYNLETT__Volume_24_(_1_)__Pages_85%2D89;2013[137].pdf
Pradhan, Prasun K and Nandi, Debkumar and Das Pradhan, Soma and Jaisankar, Parasuraman 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://www.eprints.iicb.res.in/1975/