Enantioselective radical conjugate addition to α′-phosphoric enones

Sunggi Lee; Sunggak Kim

doi:10.1021/ol8017177

Enantioselective radical conjugate addition to α′-phosphoric enones

Sunggi Lee, Sunggak Kim

Department of Physics and Chemistry

Korea Advanced Institute of Science and Technology

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

17 Scopus citations

Abstract

(Chemical Equation Presented) Catalytic enantioselective radical conjugate addition reactions using α′-phosphoric enone templates have been studied. The C₂-symmetric bisoxazoline-zinc(ll) complex proves to be effective for high enantioselectivities and chemical yields. In addition, intermediate α-carbonyl alkyl radicals could be trapped with allyltributylstannane to afford anti-Isomers as major products with high enantioselectivities.

Original language	English
Pages (from-to)	4255-4258
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	19
DOIs	https://doi.org/10.1021/ol8017177
State	Published - 2008

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title = "Enantioselective radical conjugate addition to α′-phosphoric enones",

abstract = "(Chemical Equation Presented) Catalytic enantioselective radical conjugate addition reactions using α′-phosphoric enone templates have been studied. The C2-symmetric bisoxazoline-zinc(ll) complex proves to be effective for high enantioselectivities and chemical yields. In addition, intermediate α-carbonyl alkyl radicals could be trapped with allyltributylstannane to afford anti-Isomers as major products with high enantioselectivities.",

author = "Sunggi Lee and Sunggak Kim",

year = "2008",

doi = "10.1021/ol8017177",

language = "English",

volume = "10",

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journal = "Organic Letters",

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publisher = "American Chemical Society",

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T1 - Enantioselective radical conjugate addition to α′-phosphoric enones

AU - Lee, Sunggi

AU - Kim, Sunggak

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) Catalytic enantioselective radical conjugate addition reactions using α′-phosphoric enone templates have been studied. The C2-symmetric bisoxazoline-zinc(ll) complex proves to be effective for high enantioselectivities and chemical yields. In addition, intermediate α-carbonyl alkyl radicals could be trapped with allyltributylstannane to afford anti-Isomers as major products with high enantioselectivities.

AB - (Chemical Equation Presented) Catalytic enantioselective radical conjugate addition reactions using α′-phosphoric enone templates have been studied. The C2-symmetric bisoxazoline-zinc(ll) complex proves to be effective for high enantioselectivities and chemical yields. In addition, intermediate α-carbonyl alkyl radicals could be trapped with allyltributylstannane to afford anti-Isomers as major products with high enantioselectivities.

UR - https://www.scopus.com/pages/publications/61349109998

U2 - 10.1021/ol8017177

DO - 10.1021/ol8017177

M3 - Article

AN - SCOPUS:61349109998

SN - 1523-7060

VL - 10

SP - 4255

EP - 4258

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Enantioselective radical conjugate addition to α′-phosphoric enones

Abstract

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