Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals

Haipan Zhu; Peile Du; Jianjun Li; Ziyang Liao; Guohua Liu; Hao Li; Wei Wang

doi:10.3762/bjoc.12.127

Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals

Haipan Zhu
, Peile Du
, Jianjun Li
, Ziyang Liao
, Guohua Liu
, Hao Li
, Wei Wang

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

14 Scopus citations

Abstract

A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.

Original language	English (US)
Pages (from-to)	1340-1347
Number of pages	8
Journal	Beilstein Journal of Organic Chemistry
Volume	12
DOIs	https://doi.org/10.3762/bjoc.12.127
State	Published - Jun 29 2016
Externally published	Yes

Keywords

Annulation
Enals
Synergistic catalysis
Vinylcyclopropanes

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.12.127

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title = "Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals",

abstract = "A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.",

keywords = "Annulation, Enals, Synergistic catalysis, Vinylcyclopropanes",

author = "Haipan Zhu and Peile Du and Jianjun Li and Ziyang Liao and Guohua Liu and Hao Li and Wei Wang",

note = "Publisher Copyright: {\textcopyright} 2016 Zhu et al.; licensee Beilstein-Institut. License and terms: see end of document.",

year = "2016",

month = jun,

day = "29",

doi = "10.3762/bjoc.12.127",

language = "English (US)",

volume = "12",

pages = "1340--1347",

journal = "Beilstein Journal of Organic Chemistry",

issn = "1860-5397",

publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

TY - JOUR

T1 - Synergistic chiral iminium and palladium catalysis

T2 - Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals

AU - Zhu, Haipan

AU - Du, Peile

AU - Li, Jianjun

AU - Liao, Ziyang

AU - Liu, Guohua

AU - Li, Hao

AU - Wang, Wei

PY - 2016/6/29

Y1 - 2016/6/29

N2 - A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.

AB - A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.

KW - Annulation

KW - Enals

KW - Synergistic catalysis

KW - Vinylcyclopropanes

UR - https://www.scopus.com/pages/publications/84979701712

UR - https://www.scopus.com/pages/publications/84979701712#tab=citedBy

U2 - 10.3762/bjoc.12.127

DO - 10.3762/bjoc.12.127

M3 - Article

AN - SCOPUS:84979701712

SN - 1860-5397

VL - 12

SP - 1340

EP - 1347

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals

Abstract

Keywords

ASJC Scopus subject areas

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