Practical Enantioselective Synthesis of Axially Chiral Biaryl Diphosphonates and Dicarboxylates by Cationic Rhodium(I)/Segphos-Catalyzed Double [2 + 2 + 2] Cycloaddition.

Goushi Nishida; Shuichiro Ogaki; Yukinori Yusa; Tohru Yokozawa; Keiichi Noguchi; Ken. Tanaka

doi:10.1021/ol801013v

論文・著書情報

タイトル

和文:	Practical Enantioselective Synthesis of Axially Chiral Biaryl Diphosphonates and Dicarboxylates by Cationic Rhodium(I)/Segphos-Catalyzed Double [2 + 2 + 2] Cycloaddition.
英文:	Practical Enantioselective Synthesis of Axially Chiral Biaryl Diphosphonates and Dicarboxylates by Cationic Rhodium(I)/Segphos-Catalyzed Double [2 + 2 + 2] Cycloaddition.

著者

和文:	Goushi Nishida, Shuichiro Ogaki, Yukinori Yusa, Tohru Yokozawa, Keiichi Noguchi, Ken. Tanaka.
英文:	Goushi Nishida, Shuichiro Ogaki, Yukinori Yusa, Tohru Yokozawa, Keiichi Noguchi, Ken. Tanaka.

言語

English

掲載誌/書名

和文:	Organic Letters
英文:	Organic Letters

巻, 号, ページ

Vol. 10 No. 13 pp. 2849-2852

出版年月

2008年

出版者

和文:	American Chemical Society
英文:	American Chemical Society

会議名称

和文:
英文:

開催地

和文:
英文:

DOI

https://doi.org/10.1021/ol801013v

アブストラクト

A cationic rhodium(I)/Segphos complex catalyzes a [2 + 2 + 2] cycloaddn. of internal 1,6-diynes MeC竕｡CCH2XCH2C竕｡CMe (X = O, NTs, 4-BrC6H4SO2N) with a phosphonate- or ester-substituted 1,3-butadiyne RC竕｡CC竕｡CR [R = P(O)(OEt)2, CO2Et] leading to C2-sym. axially chiral biaryl diphosphonates or dicarboxylates, resp., e.g. I [R = P(O)(OEt)2, CO2Et], in high yields with outstanding ee's. The use of a phosphonate- or ester-substituted 1,3-butadiyne as a cycloaddn. partner and Segphos as a ligand is crucial for the success of this transformation. [on SciFinder(R)]

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