A simple protocol for the synthesis of chiral bidentate imidodiphosphoric tetramide ligands: application in the metal-free asymmetric allylation of aldehydes

Citation
J. Hellwig et al., A simple protocol for the synthesis of chiral bidentate imidodiphosphoric tetramide ligands: application in the metal-free asymmetric allylation of aldehydes, TETRAHEDR L, 42(32), 2001, pp. 5417-5419
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5417 - 5419
Database
ISI
SICI code
0040-4039(20010806)42:32<5417:ASPFTS>2.0.ZU;2-N
Abstract
The reaction of a series of chiral phosphorus triamides with BuLi and subse quent addition of a phosphoroxychloride diamide afforded the corresponding imidodiphosphoric tetramides in high yield. The use of enantiomerically pur e diamides allowed access to bidentate imidodiphosphoric tetramides without loss of optical purity. These bidentate ligands have been used successfull y to catalyze the addition of allyltrichlorosilane to aldehydes in an enant ioselective fashion up to 60% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.