Kinetic resolution of P-chiral tertiary phosphines and chlorophosphines: anew approach to optically active phosphoryl and thiophosphoryl compounds

Citation
W. Perlikowska et al., Kinetic resolution of P-chiral tertiary phosphines and chlorophosphines: anew approach to optically active phosphoryl and thiophosphoryl compounds, TETRAHEDR L, 42(44), 2001, pp. 7841-7845
Citations number
25
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
0040-4039 → ACNP
Volume
42
Issue
44
Year of publication
2001
Pages
7841 - 7845
Database
ISI
SICI code
0040-4039(20011029)42:44<7841:KROPTP>2.0.ZU;2-P
Abstract
Treatment of racemic P-stereogenic tertiary phosphines with enantiomericall y pure bis-phosphoryl and bis-thiophosphoryl disulfides under kinetic resol ution conditions (2:1 ratio) afforded enantiomerically enriched tertiary Ph osphine oxides or phosphine sulfides with ee values up to 39%. In a similar way from racemic tert-butylphenylchlorophosphine, optically active tert-bu tylphenylphosphinoyl chloride with 50% ee was obtained. The same reaction p erformed under dynamic kinetic resolution conditions (1:1 ratio or reagents ) in the presence of chloride ions gave phosphinoyl chloride with 70% ee. ( C) 2001 Elsevier Science Ltd. All rights reserved.