SYNTHESES OF L-PHENYLALANINE DERIVATIVES CONTAINING A SULFUR SUBSTITUENT AT THE 2-POSITION

Authors
OHBA M IMASHO M FUJII T
Citation
M. Ohba et al., SYNTHESES OF L-PHENYLALANINE DERIVATIVES CONTAINING A SULFUR SUBSTITUENT AT THE 2-POSITION, Heterocycles, 42(1), 1996, pp. 219-228
Citations number
29
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
0385-5414
Volume
42
Issue
1
Year of publication
1996
Pages
219 - 228
Database
ISI
SICI code
0385-5414(1996)42:1<219:SOLDCA>2.0.ZU;2-H
Abstract
A full account is given of the chiral syntheses of sulfur-containing L -phenylalanine derivatives (8b,c), selected as key intermediates for t he synthesis of models for the starfish alkaloid imbricatine (7), via a 5-step route starting from N,N-diethyl-3,5-dimethoxybenzamide (9). T he key steps involve introduction of a sulfur substituent into 9 at th e 2-position and construction of the chiral a-amino acid moiety in the chlorides (12b,c) by the ''bis-lactim ether'' method.