A CONCISE ENANTIOSELECTIVE SYNTHESIS OF ALLYLAMINES AND N-BOC-BETA-AMINO ACIDS

Authors
ALCON M CANAS M POCH M MOYANO A PERICAS MA RIERA A
Citation
M. Alcon et al., A CONCISE ENANTIOSELECTIVE SYNTHESIS OF ALLYLAMINES AND N-BOC-BETA-AMINO ACIDS, Tetrahedron letters, 35(10), 1994, pp. 1589-1592
Citations number
46
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
10
Year of publication
1994
Pages
1589 - 1592
Database
ISI
SICI code
0040-4039(1994)35:10<1589:ACESOA>2.0.ZU;2-M
Abstract
A new and efficient enantioseledive synthesis of allylamines and N-Boc -beta-amino acids has been developed. Starting from enantiomerically e nriched N-diphenylmethyl-3-amino-1,2-diols, allylamines are easily obt ained by a Corey-Hopkins deoxygenative protocol. After a change in the nitrogen protecting group, the resulting N-Boc allylamines are conver ted into beta-amino acids by hydroboration with 9-BBN followed by oxid ation with PDC in DMF.