TEMPO/NaIO4-SiO2: A catalytic oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones

Masatoshi Shibuya; Masaki Tomizawa; Yoshiharu Iwabuchi

doi:10.1021/ol801673r

TEMPO/NaIO₄-SiO₂: A catalytic oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones

Masatoshi Shibuya, Masaki Tomizawa, Yoshiharu Iwabuchi

PHA - Molecular Pharmaceutical Science

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

37 Citations (Scopus)

Abstract

(Chemical Equation Presented) The novel catalytic method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones is described. TEMPO/NaIO₄-SiO ₂ causes facile and efficient oxidative rearrangement of various acyclic substrates as well as medium-sized and macrocyclic substrates.

Original language	English
Pages (from-to)	4715-4718
Number of pages	4
Journal	Organic letters
Volume	10
Issue number	21
DOIs	https://doi.org/10.1021/ol801673r
Publication status	Published - 2008 Dec 1

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol801673r

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title = "TEMPO/NaIO4-SiO2: A catalytic oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones",

abstract = "(Chemical Equation Presented) The novel catalytic method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones is described. TEMPO/NaIO4-SiO 2 causes facile and efficient oxidative rearrangement of various acyclic substrates as well as medium-sized and macrocyclic substrates.",

author = "Masatoshi Shibuya and Masaki Tomizawa and Yoshiharu Iwabuchi",

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AU - Tomizawa, Masaki

AU - Iwabuchi, Yoshiharu

PY - 2008/12/1

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AB - (Chemical Equation Presented) The novel catalytic method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated ketones is described. TEMPO/NaIO4-SiO 2 causes facile and efficient oxidative rearrangement of various acyclic substrates as well as medium-sized and macrocyclic substrates.

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