Stereochemistry of vinylogous rubottom oxidation of proline-fused cyclohexadienol silyl ether

Kentaro Okano; Shun Okaya; Taichi Kurogi; Hideto Fujiwara; Hidetoshi Tokuyama

doi:10.3987/COM-14-S(K)62

Stereochemistry of vinylogous rubottom oxidation of proline-fused cyclohexadienol silyl ether

Kentaro Okano, Shun Okaya, Taichi Kurogi, Hideto Fujiwara, Hidetoshi Tokuyama

PHA - Molecular Pharmaceutical Science

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

Abstract

The steric effect of vinylogous Rubottom oxidation of proline-fused cyclohexadienol silyl ether was investigated. The facial selectivity in the oxidation is governed by a synergistic effect of the proximal ester and a protective group on the nitrogen.

Original language	English
Pages (from-to)	1299-1308
Number of pages	10
Journal	Heterocycles
Volume	90
Issue number	2
DOIs	https://doi.org/10.3987/COM-14-S(K)62
Publication status	Published - 2015

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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10.3987/COM-14-S(K)62

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title = "Stereochemistry of vinylogous rubottom oxidation of proline-fused cyclohexadienol silyl ether",

abstract = "The steric effect of vinylogous Rubottom oxidation of proline-fused cyclohexadienol silyl ether was investigated. The facial selectivity in the oxidation is governed by a synergistic effect of the proximal ester and a protective group on the nitrogen.",

author = "Kentaro Okano and Shun Okaya and Taichi Kurogi and Hideto Fujiwara and Hidetoshi Tokuyama",

year = "2015",

doi = "10.3987/COM-14-S(K)62",

language = "English",

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pages = "1299--1308",

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publisher = "Japan Institute of Heterocyclic Chemistry",

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T1 - Stereochemistry of vinylogous rubottom oxidation of proline-fused cyclohexadienol silyl ether

AU - Okano, Kentaro

AU - Okaya, Shun

AU - Kurogi, Taichi

AU - Fujiwara, Hideto

AU - Tokuyama, Hidetoshi

PY - 2015

Y1 - 2015

N2 - The steric effect of vinylogous Rubottom oxidation of proline-fused cyclohexadienol silyl ether was investigated. The facial selectivity in the oxidation is governed by a synergistic effect of the proximal ester and a protective group on the nitrogen.

AB - The steric effect of vinylogous Rubottom oxidation of proline-fused cyclohexadienol silyl ether was investigated. The facial selectivity in the oxidation is governed by a synergistic effect of the proximal ester and a protective group on the nitrogen.

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M3 - Article

AN - SCOPUS:84923197592

SN - 0385-5414

VL - 90

SP - 1299

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JO - Heterocycles

JF - Heterocycles

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ER -

Stereochemistry of vinylogous rubottom oxidation of proline-fused cyclohexadienol silyl ether

Abstract

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