A salt-free synthesis of 1, 2-bisphosphorylethanes via an efficient PMe3-catalyzed addition of >P(O)H to vinylphosphoryl compounds. Issue 38 (16th September 2015)

• Record Type: Journal Article
• Authors: Saga, Yuta; Han, Daoqing; Kawaguchi, Shin-ichi; Ogawa, Akiya; Han, Li-Biao
• Is Part Of: Tetrahedron letters. Volume 56:Issue 38(2015)
• Page Start: 5303
• Page End: 5305
• Publication Date: 2015-09-16
• Subjects: Organohosphorus compound -- Hydrophosphorylation -- Vinylphosphorus compound -- Phosphine catalyst; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.07.077
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A convenient and versatile method was developed for the preparation of 1, 2-bisphosphorylethanes. Thus, in the presence of a catalytic amount of trimethylphosphine, a variety of >P(O)H compounds efficiently add to vinylphosphoryl compounds to produce the corresponding 1, 2-bisphosphorylethanes in high yields. In most cases, the trimethylphosphine catalyst was simply removed under vacuum leaving spectroscopically pure adducts. The present method provided a halogen and metal-free clean process for the preparation of 1, 2-bisphosphorylethanes.