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HERO ID
7545090
Reference Type
Journal Article
Title
Improvements in the total synthesis of physostigmine: Reductive cyclization of oxindoles to tricyclic indoleninepyrrolidines with lithium aluminum hydride in tetrahydrofuran
Author(s)
Yu, QS; Brossi, A
Year
1988
Is Peer Reviewed?
Yes
Journal
Heterocycles
ISSN:
0385-5414
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Location
OXFORD
Volume
27
Issue
7
Page Numbers
1709-1712
Language
English
DOI
10.3987/com-88-4569
Web of Science Id
WOS:A1988P337700024
Abstract
Reductive cyclization of oxindole 2 and carbamate 5 with LAH in THF afforded the indoleninepyrrolidines 7 and 11 in high yield. The former compound is an important intermediate in our synthesis of (-)- and (+)-physostigmine (optical isomers of 12). Menthylcarbamates 6 and 9 prepared from 4 and 7 with menthyl chloroformate could not be separated respectively on TCL by standard techniques. © 1988.
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