Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids

Takahiro Nishimura; Jun Wang; Makoto Nagaosa; Kazuhiro Okamoto; Ryo Shintani; Fuk Yee Kwong; Wing Yiu Yu; Albert S.C. Chan; Tamio Hayashi

doi:10.1021/ja909642h

Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids

Takahiro Nishimura, Jun Wang, Makoto Nagaosa, Kazuhiro Okamoto, Ryo Shintani, Fuk Yee Kwong, Wing Yiu Yu, Albert S.C. Chan, Tamio Hayashi

Research output: Journal article publication › Journal article › Academic research › peer-review

64 Citations (Scopus)

Abstract

(Chemical Equation Presented) Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to β-phthaliminoacrylate esters took place efficiently to give high yields of β-aryl-β-amino acid esters with 96-99% enantioselectivity, which was realized by use of a hydroxorhodium/chiral diene complex.

Original language	English
Pages (from-to)	464-465
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	132
Issue number	2
DOIs	https://doi.org/10.1021/ja909642h
Publication status	Published - 20 Jan 2010

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja909642h

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Nishimura, Takahiro ; Wang, Jun ; Nagaosa, Makoto ; Okamoto, Kazuhiro ; Shintani, Ryo ; Kwong, Fuk Yee ; Yu, Wing Yiu ; Chan, Albert S.C. ; Hayashi, Tamio. / Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids. In: Journal of the American Chemical Society. 2010 ; Vol. 132, No. 2. pp. 464-465.

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abstract = "(Chemical Equation Presented) Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to β-phthaliminoacrylate esters took place efficiently to give high yields of β-aryl-β-amino acid esters with 96-99% enantioselectivity, which was realized by use of a hydroxorhodium/chiral diene complex.",

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Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids. / Nishimura, Takahiro; Wang, Jun; Nagaosa, Makoto; Okamoto, Kazuhiro; Shintani, Ryo; Kwong, Fuk Yee; Yu, Wing Yiu; Chan, Albert S.C.; Hayashi, Tamio.

In: Journal of the American Chemical Society, Vol. 132, No. 2, 20.01.2010, p. 464-465.

Research output: Journal article publication › Journal article › Academic research › peer-review

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AU - Nishimura, Takahiro

AU - Wang, Jun

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AU - Okamoto, Kazuhiro

AU - Shintani, Ryo

AU - Kwong, Fuk Yee

AU - Yu, Wing Yiu

AU - Chan, Albert S.C.

AU - Hayashi, Tamio

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AB - (Chemical Equation Presented) Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to β-phthaliminoacrylate esters took place efficiently to give high yields of β-aryl-β-amino acid esters with 96-99% enantioselectivity, which was realized by use of a hydroxorhodium/chiral diene complex.

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Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids

Abstract

ASJC Scopus subject areas

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