Oxidative γ-addition of enals to trifluoromethyl ketones: Enantioselectivity control via lewis acid/n-heterocyclic carbene cooperative catalysis

Junming Mo; Xingkuan Chen; Yonggui Robin Chi

doi:10.1021/ja303618z

Oxidative γ-addition of enals to trifluoromethyl ketones: Enantioselectivity control via lewis acid/n-heterocyclic carbene cooperative catalysis

Junming Mo, Xingkuan Chen, Yonggui Robin Chi^*

^*Corresponding author for this work

Nanyang Technological University

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

319 Citations (Scopus)

Abstract

An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf) ₃ or combined Sc(OTf) ₃/Mg(OTf) ₂] and NHC cooperative catalysis.

Original language	English
Pages (from-to)	8810-8813
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	134
Issue number	21
DOIs	https://doi.org/10.1021/ja303618z
Publication status	Published - May 30 2012
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf) 3 or combined Sc(OTf) 3/Mg(OTf) 2] and NHC cooperative catalysis.",

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AU - Chen, Xingkuan

AU - Chi, Yonggui Robin

PY - 2012/5/30

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N2 - An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf) 3 or combined Sc(OTf) 3/Mg(OTf) 2] and NHC cooperative catalysis.

AB - An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf) 3 or combined Sc(OTf) 3/Mg(OTf) 2] and NHC cooperative catalysis.

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Oxidative γ-addition of enals to trifluoromethyl ketones: Enantioselectivity control via lewis acid/n-heterocyclic carbene cooperative catalysis

Abstract

ASJC Scopus Subject Areas

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