Asymmetric synthesis of quaternary alpha-amino phosphonates using sulfinimines

F A Davis; S Lee; H Yan; D D Titus

doi:10.1021/ol015945f

Asymmetric synthesis of quaternary alpha-amino phosphonates using sulfinimines

Org Lett. 2001 May 31;3(11):1757-60. doi: 10.1021/ol015945f.

Authors

F A Davis¹, S Lee, H Yan, D D Titus

Affiliation

¹ Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. fdavis@astro.ocis.temple.edu

PMID: 11405704
DOI: 10.1021/ol015945f

Abstract

The addition of lithium diethylphosphonate to enantiopure ketosulfinimines is highly diastereoselective (>95%), affording the first examples of quaternary alpha-alkyl alpha-amino (arylmethyl)phosphonates.

Publication types

Research Support, U.S. Gov't, P.H.S.

MeSH terms

Crystallography, X-Ray
Imines / chemistry*
Indicators and Reagents
Organophosphorus Compounds / chemical synthesis*
Stereoisomerism
Sulfinic Acids / chemistry*

Substances

Imines
Indicators and Reagents
Organophosphorus Compounds
Sulfinic Acids

Grants and funding

GM57870/GM/NIGMS NIH HHS/United States