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Efficient catalytic asymmetric synthesis of α-substituted phenyloxyacetyloxy and aroyloxy phosphonates

Authors :
Wen-Jing Xiao
Yong-Gui Zhou
Sheng-Hua Liu
Hong-Wu He
Zhengkun Yu
Hui Liu
Source :
Tetrahedron. 62:11207-11217
Publication Year :
2006
Publisher :
Elsevier BV, 2006.

Abstract

Optically active α-substituted phenyloxyacetyloxy and aroyloxy phosphonates have been synthesized via catalytic asymmetric hydrogenation of the corresponding prochiral α,β-unsaturated phosphonates using Rh(I)/( R , R )-Me-DuPhos as the catalyst in methanol at 18 °C. The asymmetric hydrogenation reaction exhibits excellent enantioselectivity with enantiomeric excesses from 91 to 96%.

Details

ISSN :
00404020
Volume :
62
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi.dedup.....6bc382bffb3448972ae897fa0ee057a8
Full Text :
https://doi.org/10.1016/j.tet.2006.09.011