Synthesis of β-amino acid derivatives via copper-catalyzed asymmetric 1,4-reduction of β-(acylamino)acrylates

Yan Wu; Shan Bin Qi; Fei Fei Wu; Xi Chang Zhang; Min Li; Jing Wu; Albert S.C. Chan

doi:10.1021/ol200287z

Synthesis of β-amino acid derivatives via copper-catalyzed asymmetric 1,4-reduction of β-(acylamino)acrylates

Yan Wu
, Shan Bin Qi
, Fei Fei Wu
, Xi Chang Zhang
, Min Li
, Jing Wu^*
, Albert S.C. Chan^*

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › peer-review

30 Citations (Scopus)

Abstract

A new set of reaction conditions has been established to facilitate the copper-catalyzed enantioselective 1,4-reduction of β-(acylamino)acrylates toward a selection of β-alkyl-β-amino acid derivatives in high yields and with uniformly high ee values (up to 99%) irrespective of the use of (E)- or (Z)-substrates.

Original language	English
Pages (from-to)	1754-1757
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	7
Early online date	2 Mar 2011
DOIs	https://doi.org/10.1021/ol200287z
Publication status	Published - 1 Apr 2011

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10.1021/ol200287z

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title = "Synthesis of β-amino acid derivatives via copper-catalyzed asymmetric 1,4-reduction of β-(acylamino)acrylates",

abstract = "A new set of reaction conditions has been established to facilitate the copper-catalyzed enantioselective 1,4-reduction of β-(acylamino)acrylates toward a selection of β-alkyl-β-amino acid derivatives in high yields and with uniformly high ee values (up to 99\%) irrespective of the use of (E)- or (Z)-substrates.",

author = "Yan Wu and Qi, \{Shan Bin\} and Wu, \{Fei Fei\} and Zhang, \{Xi Chang\} and Min Li and Jing Wu and Chan, \{Albert S.C.\}",

note = "We thank the National Natural Science Foundation of China (21032003, 20672026), the New Century Excellent Talents in Chinese University Program awarded to Jing Wu (NCET-07-0250), and the Natural Science Foundation of Zhejiang Province (R406378) for financial support of this study. Publisher copyright: {\textcopyright} 2011 American Chemical Society",

year = "2011",

month = apr,

day = "1",

doi = "10.1021/ol200287z",

language = "English",

volume = "13",

pages = "1754--1757",

journal = "Organic Letters",

issn = "1523-7060",

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}

TY - JOUR

T1 - Synthesis of β-amino acid derivatives via copper-catalyzed asymmetric 1,4-reduction of β-(acylamino)acrylates

AU - Wu, Yan

AU - Qi, Shan Bin

AU - Wu, Fei Fei

AU - Zhang, Xi Chang

AU - Li, Min

AU - Wu, Jing

AU - Chan, Albert S.C.

N1 - We thank the National Natural Science Foundation of China (21032003, 20672026), the New Century Excellent Talents in Chinese University Program awarded to Jing Wu (NCET-07-0250), and the Natural Science Foundation of Zhejiang Province (R406378) for financial support of this study. Publisher copyright: © 2011 American Chemical Society

PY - 2011/4/1

Y1 - 2011/4/1

N2 - A new set of reaction conditions has been established to facilitate the copper-catalyzed enantioselective 1,4-reduction of β-(acylamino)acrylates toward a selection of β-alkyl-β-amino acid derivatives in high yields and with uniformly high ee values (up to 99%) irrespective of the use of (E)- or (Z)-substrates.

AB - A new set of reaction conditions has been established to facilitate the copper-catalyzed enantioselective 1,4-reduction of β-(acylamino)acrylates toward a selection of β-alkyl-β-amino acid derivatives in high yields and with uniformly high ee values (up to 99%) irrespective of the use of (E)- or (Z)-substrates.

UR - https://www.scopus.com/pages/publications/79953205260

U2 - 10.1021/ol200287z

DO - 10.1021/ol200287z

M3 - Journal article

C2 - 21366341

AN - SCOPUS:79953205260

SN - 1523-7060

VL - 13

SP - 1754

EP - 1757

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Synthesis of β-amino acid derivatives via copper-catalyzed asymmetric 1,4-reduction of β-(acylamino)acrylates

Abstract

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