Highly Enantioselective Rh-Catalyzed Hydrogenation of β,γ-Unsaturated Phosphonates with Chiral Ferrocene-Based Monophosphoramidite Ligands

An enantioselective synthesis of chiral alkylphosphonates bearing a β-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding β-substituted β,γ-unsaturated phosphonates with a ferrocene-based monophosphoramidite ligand under the mild hydrogenation conditions, was deve...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2009-12, Vol.74 (23), p.9191-9194
Main Authors: Duan, Zheng-Chao, Hu, Xiang-Ping, Zhang, Cheng, Wang, Dao-Yong, Yu, Sai-Bo, Zheng, Zhuo
Format: Article
Language:English
Subjects:
Amides - chemistry
Catalysis
Chemistry
Exact sciences and technology
Ferrous Compounds - chemistry
Hydrogenation
Ligands
Metallocenes
Organic chemistry
Organometalloidal and organometallic compounds
Organophosphonates - chemistry
P derivatives
Phosphoric Acids - chemistry
Preparations and properties
Rhodium - chemistry
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An enantioselective synthesis of chiral alkylphosphonates bearing a β-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding β-substituted β,γ-unsaturated phosphonates with a ferrocene-based monophosphoramidite ligand under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo901619c