Enantioselective ene reaction of cyclopentadiene and α,β-enals catalyzed by a diphenylprolinol silyl ether

Hiroaki Gotoh; Ryouhei Masui; Hiroshi Ogino; Mitsuru Shoji; Yujiro Hayashi

doi:10.1002/anie.200602925

Enantioselective ene reaction of cyclopentadiene and α,β-enals catalyzed by a diphenylprolinol silyl ether

Hiroaki Gotoh, Ryouhei Masui, Hiroshi Ogino, Mitsuru Shoji, Yujiro Hayashi

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

98 Citations (Scopus)

Abstract

(Chemical Equation Presented) The opposite result: A diphenylprolinol silyl ether promotes an intermolecular enantioselective ene reaction of α,β-enals with cyclopentadiene. This is the first example of cyclopentadiene acting as the ene component, and not the diene, with α,β-enals.

Original language	English
Pages (from-to)	6853-6856
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	41
DOIs	https://doi.org/10.1002/anie.200602925
Publication status	Published - 2006 Oct 20
Externally published	Yes

Keywords

Asymmetric synthesis
Cyclopentadiene
Diels-Alder reaction
Ene reaction
Organocatalysis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200602925

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abstract = "(Chemical Equation Presented) The opposite result: A diphenylprolinol silyl ether promotes an intermolecular enantioselective ene reaction of α,β-enals with cyclopentadiene. This is the first example of cyclopentadiene acting as the ene component, and not the diene, with α,β-enals.",

keywords = "Asymmetric synthesis, Cyclopentadiene, Diels-Alder reaction, Ene reaction, Organocatalysis",

author = "Hiroaki Gotoh and Ryouhei Masui and Hiroshi Ogino and Mitsuru Shoji and Yujiro Hayashi",

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T1 - Enantioselective ene reaction of cyclopentadiene and α,β-enals catalyzed by a diphenylprolinol silyl ether

AU - Gotoh, Hiroaki

AU - Masui, Ryouhei

AU - Ogino, Hiroshi

AU - Shoji, Mitsuru

AU - Hayashi, Yujiro

PY - 2006/10/20

Y1 - 2006/10/20

N2 - (Chemical Equation Presented) The opposite result: A diphenylprolinol silyl ether promotes an intermolecular enantioselective ene reaction of α,β-enals with cyclopentadiene. This is the first example of cyclopentadiene acting as the ene component, and not the diene, with α,β-enals.

AB - (Chemical Equation Presented) The opposite result: A diphenylprolinol silyl ether promotes an intermolecular enantioselective ene reaction of α,β-enals with cyclopentadiene. This is the first example of cyclopentadiene acting as the ene component, and not the diene, with α,β-enals.

KW - Asymmetric synthesis

KW - Cyclopentadiene

KW - Diels-Alder reaction

KW - Ene reaction

KW - Organocatalysis

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DO - 10.1002/anie.200602925

M3 - Article

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 41

ER -

Enantioselective ene reaction of cyclopentadiene and α,β-enals catalyzed by a diphenylprolinol silyl ether

Abstract

Keywords

ASJC Scopus subject areas

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