Volume 54, Issue 21 pp. 6265-6269
Communication

Palladium-Catalyzed Enantioselective CH Arylation for the Synthesis of P-Stereogenic Compounds

Zi-Qi Lin

Zi-Qi Lin

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

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Wei-Zhen Wang

Wei-Zhen Wang

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

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Shao-Bai Yan

Shao-Bai Yan

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

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Prof. Dr. Wei-Liang Duan

Corresponding Author

Prof. Dr. Wei-Liang Duan

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)Search for more papers by this author
First published: 02 April 2015
Citations: 185

This work was financially supported by the National Basic Research Program of China (973 Program 2010CB833300) and NSFC (20902099, 21172238, and 21472218).

Graphical Abstract

Dressing up phosphorus: The title reaction of N-(o-bromoaryl)-diarylphosphinic amides is described for the synthesis of phosphorus compounds bearing a P-stereogenic center. The method provides good enantioselectivities and high yields. The products were readily transformed into P-chiral biphenyl monophosphine ligands.

Abstract

A palladium-catalyzed enantioselective CH arylation of N-(o-bromoaryl)-diarylphosphinic amides is described for the synthesis of phosphorus compounds bearing a P-stereogenic center. The method provides good enantioselectivities and high yields. The products were readily transformed into P-chiral biphenyl monophosphine ligands.

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