IP Library Granted Patent US 8,193,392
Granted Patent B2
US 8,193,392 · App. 11/996,008 · Granted Jun 5, 2012

Method for enantioselective synthesis of phosphorus-stereogenic phosphines

Assignee: Trustees of Dartmouth College
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Quick Facts
Patent No.
US 8,193,392
App. No.
11/996,008
Granted
Jun 5, 2012
Kind
B2
Abstract

The present invention relates to a process for preparing an enantioenriched phosphorus-stereogenic, tertiary phosphine. Secondary phosphines are contacted with an alkyl halide and base in the presence of a chiral metal catalyst thereby producing the enantioenriched phosphorus-stereogenic, tertiary phosphine for subsequent use in homogeneous catalysis reactions.

Claims (3)

1. A method for preparing an enantioenriched phosphorus-stereogenic, tertiary phosphine comprising contacting, at a temperature of from −50° C. to 25° C., a secondary phosphine with an alkyl halide and base in the presence of a chiral metal catalyst thereby preparing an enantioenriched phosphorus-stereogenic, tertiary phosphine, wherein the alkyl halide comprises benzyl halide and the chiral metal catalyst comprises Pt(chiral ligand)(Y)(Z), wherein

Y and Z are independently linear, branched, or cyclic alkyl; aryl; or halide groups, or combinations thereof.

2. The method of claim 1 wherein said secondary phosphine and alkyl halide are present at a ratio of from 1:0.5 to 1:2 and said secondary phosphine and chiral metal catalyst are present at a ratio of from 40:1 to 10:1.

Assignments (2)
CONFIRMATORY LICENSE Recorded May 19, 2011
From: DARTMOUTH COLLEGE
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 026305/0137 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 24, 2008
From: SCRIBAN, CORINA; GLUECK, DAVID S.
To: TRUSTEES OF DARTMOUTH COLLEGE
Reel/Frame 020406/0330 →
Continuity (1)
Related Publication 20080193357A1 · Aug 14, 2008