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A Route to Benzo‐Annelated δ‐Sultams through Michael Cyclization
Author(s) -
Grosheva Daria S.,
Rassadin Valentin A.,
Sokolov Victor V.
Publication year - 2015
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.201403416
Subject(s) - chemistry , cinnamates , intramolecular force , stereochemistry , michael reaction , aryl , organic chemistry , catalysis , alkyl
A new approach to benzo‐annelated δ‐sultams containing an aryl–nitrogen bond is described. The method, which involves the intramolecular Michael cyclization of tert ‐butyl ortho ‐[ N ‐(methoxycarbonylmethyl)sulfonylamino]cinnamates, allows the synthesis of secondary sultams as well as their tertiary analogues and bridged tricyclic derivatives efficiently and diastereoselectively.