Alkene dihydroxylation with malonoyl peroxides: catalysis using fluorinated alcohols

Sylvain Picon; Michael Rawling; Matthew Campbell; Nick Tomkinson

doi:10.1021/ol3030154

Alkene dihydroxylation with malonoyl peroxides: catalysis using fluorinated alcohols

Sylvain Picon, Michael Rawling, Matthew Campbell, Nick Tomkinson

Pure And Applied Chemistry

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

52 Citations (Scopus)

Abstract

The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluorotert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important

Original language	English
Pages (from-to)	6250-6253
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	24
DOIs	https://doi.org/10.1021/ol3030154
Publication status	Published - 21 Dec 2012

Keywords

alkene dihydroxylation
malonoyl peroxides
catalysis
fluorinated alcohols

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10.1021/ol3030154

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title = "Alkene dihydroxylation with malonoyl peroxides: catalysis using fluorinated alcohols",

abstract = "The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluorotert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important ",

keywords = "alkene dihydroxylation , malonoyl peroxides , catalysis, fluorinated alcohols",

author = "Sylvain Picon and Michael Rawling and Matthew Campbell and Nick Tomkinson",

year = "2012",

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doi = "10.1021/ol3030154",

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T1 - Alkene dihydroxylation with malonoyl peroxides

T2 - catalysis using fluorinated alcohols

AU - Picon, Sylvain

AU - Rawling, Michael

AU - Campbell, Matthew

AU - Tomkinson, Nick

PY - 2012/12/21

Y1 - 2012/12/21

N2 - The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluorotert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important

AB - The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluorotert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important

KW - alkene dihydroxylation

KW - malonoyl peroxides

KW - catalysis

KW - fluorinated alcohols

UR - http://www.scopus.com/inward/record.url?scp=84871578801&partnerID=8YFLogxK

U2 - 10.1021/ol3030154

DO - 10.1021/ol3030154

M3 - Article

SN - 1523-7060

VL - 14

SP - 6250

EP - 6253

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Alkene dihydroxylation with malonoyl peroxides: catalysis using fluorinated alcohols

Abstract

Keywords

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Metal-free syn-dioxygenation of alkenes

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