On the stereoselective hydrogenation of chiral cyclobutyl dehydro-amino acid derivatives: influence of the catalyst in the pi-facial diastereoselection

Authors
Aguado, GP Alvarez-Larena, A Illa, O Moglioni, AG Ortuno, RM
Citation
Gp. Aguado et al., On the stereoselective hydrogenation of chiral cyclobutyl dehydro-amino acid derivatives: influence of the catalyst in the pi-facial diastereoselection, TETRAHEDR-A, 12(1), 2001, pp. 25-28
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
1
Year of publication
2001
Pages
25 - 28
Database
ISI
SICI code
0957-4166(20010205)12:1<25:OTSHOC>2.0.ZU;2-C
Abstract
Several optically active cyclobutyl dehydro-amino acid derivatives have bee n hydrogenated employing Wilkinson, (S,S)-chiraphos-Rh and Et-duphos-Rh (bo th enantiomers) as catalysts. The use of a chiral catalyst has been reveale d to be crucial for the production of saturated amino acids with high stere oselectivity from substrates in which the chiral cyclobutyl unit is separat ed from the double bond by a methylene group. (C) 2001 Elsevier Science Ltd . All rights reserved.