Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with α,β-disubstituted acroleins

Lizhu Gao; Geum Sook Hwang; Mi Young Lee; Do Hyun Ryu

doi:10.1039/b910321j

Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with α,β-disubstituted acroleins

Lizhu Gao, Geum Sook Hwang, Mi Young Lee, Do Hyun Ryu

Department of Chemistry

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

75 Scopus citations

Abstract

A catalytic route to highly functionalized chiral 2-pyrazolines by an asymmetric 1,3-dipolar cycloaddition reaction of ethyl diazoacetate with α-substituted and α,β-disubstituted acroleins has been developed; in the presence of chiral (S)-oxazaborolidinium ion 1 as catalyst, the reaction proceeded with high to excellent enantioselectivities (up to 99% ee).

Original language	English
Pages (from-to)	5460-5462
Number of pages	3
Journal	Chemical Communications
Issue number	36
DOIs	https://doi.org/10.1039/b910321j
State	Published - 2009

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title = "Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with α,β-disubstituted acroleins",

abstract = "A catalytic route to highly functionalized chiral 2-pyrazolines by an asymmetric 1,3-dipolar cycloaddition reaction of ethyl diazoacetate with α-substituted and α,β-disubstituted acroleins has been developed; in the presence of chiral (S)-oxazaborolidinium ion 1 as catalyst, the reaction proceeded with high to excellent enantioselectivities (up to 99\% ee).",

author = "Lizhu Gao and Hwang, \{Geum Sook\} and Lee, \{Mi Young\} and Ryu, \{Do Hyun\}",

year = "2009",

doi = "10.1039/b910321j",

language = "English",

pages = "5460--5462",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "36",

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T1 - Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with α,β-disubstituted acroleins

AU - Gao, Lizhu

AU - Hwang, Geum Sook

AU - Lee, Mi Young

AU - Ryu, Do Hyun

PY - 2009

Y1 - 2009

N2 - A catalytic route to highly functionalized chiral 2-pyrazolines by an asymmetric 1,3-dipolar cycloaddition reaction of ethyl diazoacetate with α-substituted and α,β-disubstituted acroleins has been developed; in the presence of chiral (S)-oxazaborolidinium ion 1 as catalyst, the reaction proceeded with high to excellent enantioselectivities (up to 99% ee).

AB - A catalytic route to highly functionalized chiral 2-pyrazolines by an asymmetric 1,3-dipolar cycloaddition reaction of ethyl diazoacetate with α-substituted and α,β-disubstituted acroleins has been developed; in the presence of chiral (S)-oxazaborolidinium ion 1 as catalyst, the reaction proceeded with high to excellent enantioselectivities (up to 99% ee).

UR - https://www.scopus.com/pages/publications/69949181507

U2 - 10.1039/b910321j

DO - 10.1039/b910321j

M3 - Article

AN - SCOPUS:69949181507

SN - 1359-7345

SP - 5460

EP - 5462

JO - Chemical Communications

JF - Chemical Communications

IS - 36

ER -

Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with α,β-disubstituted acroleins

Abstract

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