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

The Hong Kong Polytechnic University

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

75 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
General Chemistry
Biochemistry
Colloid and Surface Chemistry

More information

10.1021/ja909642h

Cite this

@article{6b2c88ec6e97419a9261e4cf0ff068dc,

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

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.",

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

year = "2010",

month = jan,

day = "20",

doi = "10.1021/ja909642h",

language = "English",

volume = "132",

pages = "464--465",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "2",

}

Rhodium-catalyzed asymmetric addition of arylboronic acids to β-phthaliminoacrylate esters toward the synthesis of β-amino acids. / Nishimura, Takahiro; Wang, Jun; Nagaosa, Makoto et al.
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

TY - JOUR

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

PY - 2010/1/20

Y1 - 2010/1/20

N2 - (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.

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.

UR - https://www.scopus.com/pages/publications/74949130956

U2 - 10.1021/ja909642h

DO - 10.1021/ja909642h

M3 - Journal article

C2 - 20028118

SN - 0002-7863

VL - 132

SP - 464

EP - 465

JO - Journal of the American Chemical Society

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

Abstract

ASJC Scopus subject areas

More information

Other files and links

Fingerprint

Cite this