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: Contribution to journal › Journal article › peer-review

74 Citations (Scopus)

Abstract

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
Early online date	22 Dec 2009
DOIs	https://doi.org/10.1021/ja909642h
Publication status	Published - 20 Jan 2010

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10.1021/ja909642h

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title = "Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to β-Phthaliminoacrylate Esters toward the Synthesis of β-Amino Acids",

abstract = "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.",

author = "Takahiro Nishimura and Jun Wang and Makoto Nagaosa and Kazuhiro Okamoto and Ryo Shintani and Fuk-yee Kwong and Wing-yiu Yu and Chan, \{Albert S C\} and Tamio Hayashi",

note = "This work has been supported by The Hong Kong Research Grants Council (PolyU5001/07P) and a Grant-in Aid for Scientific Research (S) (19105002) from the MEXT, Japan.",

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T1 - Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to β-Phthaliminoacrylate Esters toward the Synthesis of β-Amino Acids

AU - Nishimura, Takahiro

AU - Wang, Jun

AU - Nagaosa, Makoto

AU - Okamoto, Kazuhiro

AU - Shintani, Ryo

AU - Kwong, Fuk-yee

AU - Yu, Wing-yiu

AU - Chan, Albert S C

AU - Hayashi, Tamio

N1 - This work has been supported by The Hong Kong Research Grants Council (PolyU5001/07P) and a Grant-in Aid for Scientific Research (S) (19105002) from the MEXT, Japan.

PY - 2010/1/20

Y1 - 2010/1/20

N2 - 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.

AB - 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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DO - 10.1021/ja909642h

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JF - Journal of the American Chemical Society

IS - 2

ER -

Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to β-Phthaliminoacrylate Esters toward the Synthesis of β-Amino Acids

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