Intramolecular addition of a hydroxyl to a N-acyliminium system. Application to the synthesis of isoindolo[2,1-a][3,1]benzoxazine and isoindolo[1,2-c][2,4] benzoxazepine derivatives

The titled compounds were prepared by the reaction of hydroxylated lactam (3a-c) or (10) with p-toluenesulfonic acid in dichloromethane. The ratio of diastereomeric mixtures (4b/5b (2/1) or 4c/5c (2/1) or 11/12 (5/1)) is discussed.

Saved in:
Bibliographic Details
Published inHeterocycles Vol. 56; no. 1-2; pp. 129 - 138
Main Authors Pigeon, P, Sikoraiova, J, Marchalin, S, Decroix, B
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.01.2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
stereoselectivity
ACIDS
cyclization
Online AccessGet more information

Cover

More Information
Summary:The titled compounds were prepared by the reaction of hydroxylated lactam (3a-c) or (10) with p-toluenesulfonic acid in dichloromethane. The ratio of diastereomeric mixtures (4b/5b (2/1) or 4c/5c (2/1) or 11/12 (5/1)) is discussed.
ISSN:0385-5414
DOI:10.3987/com-01-s(k)5