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The cis‐ Specific Pictet−Spengler Reaction
Author(s) -
Alberch Laura,
Bailey Patrick D.,
Clingan Paul D.,
Mills Timothy J.,
Price Richard A.,
Pritchard Robin G.
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400017
Subject(s) - pictet–spengler reaction , chemistry , aryl , tryptophan , reaction conditions , organic chemistry , catalysis , biochemistry , alkyl , amino acid
The Pictet−Spengler reaction of tryptophan allyl ester with aryl aldehydes generates cis ‐tetrahydro‐β‐carbolines with complete stereo‐control and with complete retention of optical integrity, when the reaction is carried out under kinetically controlled conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)