A brønsted acid catalyst for the enantioselective protonation reaction

Hong Cheon Cheol; Hisashi Yamamoto

doi:10.1021/ja8041542

A brønsted acid catalyst for the enantioselective protonation reaction

Hong Cheon Cheol
, Hisashi Yamamoto^*

^*Corresponding author for this work

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

229 Citations (Scopus)

Abstract

A highly reactive and robust chiral Brønsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Brønsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Brønsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity.

Original language	English
Pages (from-to)	9246-9247
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	29
DOIs	https://doi.org/10.1021/ja8041542
Publication status	Published - 2008 Jul 23
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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title = "A br{\o}nsted acid catalyst for the enantioselective protonation reaction",

abstract = "A highly reactive and robust chiral Br{\o}nsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Br{\o}nsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Br{\o}nsted acid catalyst. The catalyst loading could be reduced to 0.05 mol \% without any deleterious effect on the enantioselectivity.",

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year = "2008",

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doi = "10.1021/ja8041542",

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journal = "Journal of the American Chemical Society",

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AU - Cheol, Hong Cheon

AU - Yamamoto, Hisashi

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N2 - A highly reactive and robust chiral Brønsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Brønsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Brønsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity.

AB - A highly reactive and robust chiral Brønsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Brønsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Brønsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity.

UR - https://www.scopus.com/pages/publications/47749084742

U2 - 10.1021/ja8041542

DO - 10.1021/ja8041542

M3 - Article

C2 - 18582053

AN - SCOPUS:47749084742

SN - 0002-7863

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 29

ER -

A brønsted acid catalyst for the enantioselective protonation reaction

Abstract

ASJC Scopus subject areas

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