Enantioselective synthesis of α,α-disubstituted α-amino acids by Rh-catalyzed [2+2+2] cycloaddition of 1,6-diynes with protected dehydroamino acid.

Ken Tanaka; Maho Takahashi; Hidetomo Imase; Takuya Osaka; Keiichi Noguchi; Masao. Hirano

doi:10.1016/j.tet.2008.04.107

論文・著書情報

タイトル

和文:	Enantioselective synthesis of α,α-disubstituted α-amino acids by Rh-catalyzed [2+2+2] cycloaddition of 1,6-diynes with protected dehydroamino acid.
英文:	Enantioselective synthesis of α,α-disubstituted α-amino acids by Rh-catalyzed [2+2+2] cycloaddition of 1,6-diynes with protected dehydroamino acid.

著者

和文:	Ken Tanaka, Maho Takahashi, Hidetomo Imase, Takuya Osaka, Keiichi Noguchi, Masao. Hirano.
英文:	Ken Tanaka, Maho Takahashi, Hidetomo Imase, Takuya Osaka, Keiichi Noguchi, Masao. Hirano.

言語

English

掲載誌/書名

和文:	Tetrahedron
英文:	Tetrahedron

巻, 号, ページ

Vol. 64 No. 27 pp. 6289-6293

出版年月

2008年

出版者

和文:	Elsevier Ltd.
英文:	Elsevier Ltd.

会議名称

和文:
英文:

開催地

和文:
英文:

DOI

https://doi.org/10.1016/j.tet.2008.04.107

アブストラクト

We have detd. that a cationic rhodium(I)/BINAP complex catalyzes a [2+2+2] cycloaddn. of 1,6-diynes with protected dehydroamino acids, leading to protected ﾎｱ-amino acids bearing a quaternary carbon center in high yield with high enantioselectivity. Thus, aminoisoindolecarboxylate I (Ts = tosyl) was obtained in 96% yield and 97 ee by cycloaddn. reaction of TsN(CH2C竕｡CMe)2 with AcNHC(:CH2)CO2Me using Rh(cod)2BF4/(R)-BINAP. [on SciFinder(R)]

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