Asymmetric total synthesis of (-)-scabronine G via intramolecular double Michael reaction and Prins cyclization.

Naoki Kanoh; Kohei Sakanishi; Emiko Iimori; Ken'ichi Nishimura; Yoshiharu Iwabuchi

doi:10.1021/ol200873y

Asymmetric total synthesis of (-)-scabronine G via intramolecular double Michael reaction and Prins cyclization.

Naoki Kanoh, Kohei Sakanishi, Emiko Iimori, Ken'ichi Nishimura, Yoshiharu Iwabuchi

PHA - Molecular Pharmaceutical Science

Tohoku University

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

38 Citations (Scopus)

Abstract

The enantioselective total synthesis of (-)-scabronine G is described. The key features of the present synthesis include the construction of a 5-6 ring system containing two quaternary carbon centers via a diastereoselective intramolecular double Michael reaction and the formation of a seven-membered ring using a Prins cyclization.

Original language	English
Pages (from-to)	2864-2867
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	11
DOIs	https://doi.org/10.1021/ol200873y
Publication status	Published - 2011 Jun 3

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10.1021/ol200873y

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abstract = "The enantioselective total synthesis of (-)-scabronine G is described. The key features of the present synthesis include the construction of a 5-6 ring system containing two quaternary carbon centers via a diastereoselective intramolecular double Michael reaction and the formation of a seven-membered ring using a Prins cyclization.",

author = "Naoki Kanoh and Kohei Sakanishi and Emiko Iimori and Ken'ichi Nishimura and Yoshiharu Iwabuchi",

year = "2011",

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T1 - Asymmetric total synthesis of (-)-scabronine G via intramolecular double Michael reaction and Prins cyclization.

AU - Kanoh, Naoki

AU - Sakanishi, Kohei

AU - Iimori, Emiko

AU - Nishimura, Ken'ichi

AU - Iwabuchi, Yoshiharu

PY - 2011/6/3

Y1 - 2011/6/3

N2 - The enantioselective total synthesis of (-)-scabronine G is described. The key features of the present synthesis include the construction of a 5-6 ring system containing two quaternary carbon centers via a diastereoselective intramolecular double Michael reaction and the formation of a seven-membered ring using a Prins cyclization.

AB - The enantioselective total synthesis of (-)-scabronine G is described. The key features of the present synthesis include the construction of a 5-6 ring system containing two quaternary carbon centers via a diastereoselective intramolecular double Michael reaction and the formation of a seven-membered ring using a Prins cyclization.

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ER -

Asymmetric total synthesis of (-)-scabronine G via intramolecular double Michael reaction and Prins cyclization.

Abstract

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