Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis andresolution of the chiral trans-(2,5)-diphenylphospholanic acid

Authors
Guillen, F Fiaud, JC
Citation
F. Guillen et Jc. Fiaud, Enantiomerically pure 1,2,5-triphenylphospholane through the synthesis andresolution of the chiral trans-(2,5)-diphenylphospholanic acid, TETRAHEDR L, 40(15), 1999, pp. 2939-2942
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
15
Year of publication
1999
Pages
2939 - 2942
Database
ISI
SICI code
0040-4039(19990409)40:15<2939:EP1TTS>2.0.ZU;2-J
Abstract
The synthesis and resolution of trans-(2,5)-diphenylphospholanic acid 7 is described. The phosphinic acid 7 was converted into optically active (1,2,5 )-triphenylphospholane 5 which was used as a chiral ligand in Rh-catalyzed hydrogenation of N-acetyl dehydrophenylalanine methyl ester to give quantit ative yield of methyl N-acetylwphenylalaninate with 82 % e.e. (C) 1999 Else vier Science Ltd. All rights reserved.