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Synthesis of Enantiomerically Pure (−)-(S)-Brevicolline

✍ Scribed by Mahboobi, Siavosh; Wiegrebe, Wolfgang; Popp, Alfred


Book ID
111916651
Publisher
American Chemical Society
Year
1999
Tongue
English
Weight
94 KB
Volume
62
Category
Article
ISSN
0163-3864

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## Abstract L‐Tryptophan methyl ester reacts with 1,1,3,3‐tetramethoxypropane to give methyl carbolinecarboxylate 2 as a 1:2 mixture of the (1__R__,3__S__) and (1__S__,3__S__) stereoisomers. Conversion to the corresponding amides (1__R__,3__S__)‐3 and (1__S__,3__S__)‐3 was accomplished by treatment