Cysteine-derived organocatalyst in a highly enantioselective intramolecular Michael reaction

Yujiro Hayashi; Hiroaki Gotoh; Tomohiro Tamura; Hirofumi Yamaguchi; Ryouhei Masui; Mitsuru Shoji

doi:10.1021/ja055740s

Cysteine-derived organocatalyst in a highly enantioselective intramolecular Michael reaction

Yujiro Hayashi, Hiroaki Gotoh, Tomohiro Tamura, Hirofumi Yamaguchi, Ryouhei Masui, Mitsuru Shoji

SCI - Chemistry

Tokyo University of Science

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

206 Citations (Scopus)

Abstract

Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

Original language	English
Pages (from-to)	16028-16029
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	46
DOIs	https://doi.org/10.1021/ja055740s
Publication status	Published - 2005 Nov 23

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10.1021/ja055740s

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abstract = "Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.",

author = "Yujiro Hayashi and Hiroaki Gotoh and Tomohiro Tamura and Hirofumi Yamaguchi and Ryouhei Masui and Mitsuru Shoji",

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AU - Hayashi, Yujiro

AU - Gotoh, Hiroaki

AU - Tamura, Tomohiro

AU - Yamaguchi, Hirofumi

AU - Masui, Ryouhei

AU - Shoji, Mitsuru

PY - 2005/11/23

Y1 - 2005/11/23

N2 - Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

AB - Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

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Cysteine-derived organocatalyst in a highly enantioselective intramolecular Michael reaction

Abstract

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