Trapping of carboxylic oxonium ylides with N-Boc imines for the facile synthesis of β-amino alcohol derivatives

Changwei Zhai; Dong Xing; Yu Qian; Jingjing Ji; Chaoqun Ma; Wenhao Hu

doi:10.1055/s-0033-1338649

Trapping of carboxylic oxonium ylides with N-Boc imines for the facile synthesis of β-amino alcohol derivatives

Changwei Zhai
, Dong Xing^*
, Yu Qian
, Jingjing Ji
, Chaoqun Ma
, Wenhao Hu

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

A Rh₂(OAc)₄-catalyzed three-component reaction of carboxylic acids, α-diazoacetophenones, and N-Boc imines has been developed to efficiently produce β-amino alcohol derivatives. Oxonium ylides generated from carboxylic acids and metal carbenoids have been intercepted by electrophiles for the first time.

Original language	English
Article number	st-2014-w0260-l
Pages (from-to)	1745-1750
Number of pages	6
Journal	Synlett
Volume	25
Issue number	12
DOIs	https://doi.org/10.1055/s-0033-1338649
State	Published - Jul 2014

Keywords

diazo compounds
imines
metal carbenoids
multicomponent reactions
ylides

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title = "Trapping of carboxylic oxonium ylides with N-Boc imines for the facile synthesis of β-amino alcohol derivatives",

abstract = "A Rh2(OAc)4-catalyzed three-component reaction of carboxylic acids, α-diazoacetophenones, and N-Boc imines has been developed to efficiently produce β-amino alcohol derivatives. Oxonium ylides generated from carboxylic acids and metal carbenoids have been intercepted by electrophiles for the first time.",

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author = "Changwei Zhai and Dong Xing and Yu Qian and Jingjing Ji and Chaoqun Ma and Wenhao Hu",

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AU - Zhai, Changwei

AU - Xing, Dong

AU - Qian, Yu

AU - Ji, Jingjing

AU - Ma, Chaoqun

AU - Hu, Wenhao

PY - 2014/7

Y1 - 2014/7

N2 - A Rh2(OAc)4-catalyzed three-component reaction of carboxylic acids, α-diazoacetophenones, and N-Boc imines has been developed to efficiently produce β-amino alcohol derivatives. Oxonium ylides generated from carboxylic acids and metal carbenoids have been intercepted by electrophiles for the first time.

AB - A Rh2(OAc)4-catalyzed three-component reaction of carboxylic acids, α-diazoacetophenones, and N-Boc imines has been developed to efficiently produce β-amino alcohol derivatives. Oxonium ylides generated from carboxylic acids and metal carbenoids have been intercepted by electrophiles for the first time.

KW - diazo compounds

KW - imines

KW - metal carbenoids

KW - multicomponent reactions

KW - ylides

UR - https://www.scopus.com/pages/publications/84904464144

U2 - 10.1055/s-0033-1338649

DO - 10.1055/s-0033-1338649

M3 - 文章

AN - SCOPUS:84904464144

SN - 0936-5214

VL - 25

SP - 1745

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JO - Synlett

JF - Synlett

IS - 12

M1 - st-2014-w0260-l

ER -

Trapping of carboxylic oxonium ylides with N-Boc imines for the facile synthesis of β-amino alcohol derivatives

Abstract

Keywords

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