Chiral 1,3-diamines from a lithiated isocyanide and chiral aziridines

Authors
Kaiser, A Balbi, M
Citation
A. Kaiser et M. Balbi, Chiral 1,3-diamines from a lithiated isocyanide and chiral aziridines, TETRAHEDR-A, 10(5), 1999, pp. 1001-1014
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
5
Year of publication
1999
Pages
1001 - 1014
Database
ISI
SICI code
0957-4166(19990312)10:5<1001:C1FALI>2.0.ZU;2-C
Abstract
Reaction of lithiated 4-methoxybenzylisocyanide with homochiral amino acid derived N-tosyl- and N-diphenylphosphinoylaziridines proceeds diastereosele ctively to provide N-protected 3-isocyanoamines. Separation of the diastere omers of these adducts or the corresponding formamides, and subsequent tran sformations, lead to 1,3-diamines and their monoprotected and differentiall y bisprotected derivatives. (C) 1999 Elsevier Science Ltd. All rights reser ved.