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Fully Stereocontrolled Total Syntheses of (−)‐Cylindricine C and (−)‐2‐Epicylindricine C: A Departure in Sulfonamide Chemistry
Author(s) -
Canesi Sylvain,
Bouchu Denis,
Ciufolini Marco A.
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200460178
Subject(s) - sulfonamide , chemistry , combinatorial chemistry , stereochemistry
A common intermediate was used in the total syntheses of (−)‐cylindricine C and (−)‐2‐epicylindricine C (see picture) in a process that involves the initial oxidative spirocyclization of a phenolic sulfonamide. The remainder of the molecules is constructed through interesting sulfonamide chemistry.
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