A simple organocatalytic enantioselective cyclopropanation of αβ-unsaturated aldehydes

Ramon Rios; Henrik Sundén; Jan Vesely; Gui Ling Zhao; Pawel Dziedzic; Armando Córdova

doi:10.1002/adsc.200700032

A simple organocatalytic enantioselective cyclopropanation of αβ-unsaturated aldehydes

Ramon Rios, Henrik Sundén, Jan Vesely, Gui Ling Zhao, Pawel Dziedzic, Armando Córdova

Chemistry

Arrhenius Laboratory

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

179 Scopus citations

Abstract

A highly chemo- and enantioselective organocatalytic cyclopropanation of αβ-unsaturated aldehydes with bromomalonate and 2-bromoacetoacetate esters is presented. The reaction is catalyzed by chiral amines and gives access to 2-formylcyclopropanes in high yields and up to 99% ee.

Original language	British English
Pages (from-to)	1028-1032
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	349
Issue number	7
DOIs	https://doi.org/10.1002/adsc.200700032
State	Published - May 2007

Keywords

αβ-unsaturated aldehydes
Asymmetric catalysis
Cyclopropanes
Domino reactions
Halomalonates
Organocatalysis

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10.1002/adsc.200700032

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abstract = "A highly chemo- and enantioselective organocatalytic cyclopropanation of αβ-unsaturated aldehydes with bromomalonate and 2-bromoacetoacetate esters is presented. The reaction is catalyzed by chiral amines and gives access to 2-formylcyclopropanes in high yields and up to 99% ee.",

keywords = "αβ-unsaturated aldehydes, Asymmetric catalysis, Cyclopropanes, Domino reactions, Halomalonates, Organocatalysis",

author = "Ramon Rios and Henrik Sund{\'e}n and Jan Vesely and Zhao, {Gui Ling} and Pawel Dziedzic and Armando C{\'o}rdova",

year = "2007",

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T1 - A simple organocatalytic enantioselective cyclopropanation of αβ-unsaturated aldehydes

AU - Rios, Ramon

AU - Sundén, Henrik

AU - Vesely, Jan

AU - Zhao, Gui Ling

AU - Dziedzic, Pawel

AU - Córdova, Armando

PY - 2007/5

Y1 - 2007/5

N2 - A highly chemo- and enantioselective organocatalytic cyclopropanation of αβ-unsaturated aldehydes with bromomalonate and 2-bromoacetoacetate esters is presented. The reaction is catalyzed by chiral amines and gives access to 2-formylcyclopropanes in high yields and up to 99% ee.

AB - A highly chemo- and enantioselective organocatalytic cyclopropanation of αβ-unsaturated aldehydes with bromomalonate and 2-bromoacetoacetate esters is presented. The reaction is catalyzed by chiral amines and gives access to 2-formylcyclopropanes in high yields and up to 99% ee.

KW - αβ-unsaturated aldehydes

KW - Asymmetric catalysis

KW - Cyclopropanes

KW - Domino reactions

KW - Halomalonates

KW - Organocatalysis

UR - http://www.scopus.com/inward/record.url?scp=34447533890&partnerID=8YFLogxK

U2 - 10.1002/adsc.200700032

DO - 10.1002/adsc.200700032

M3 - Article

AN - SCOPUS:34447533890

SN - 1615-4150

VL - 349

SP - 1028

EP - 1032

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 7

ER -

A simple organocatalytic enantioselective cyclopropanation of αβ-unsaturated aldehydes

Abstract

Keywords

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