TiCl4/tert-butyl hydroperoxide: Chemioselective oxidation of secondary alcohols and suppression of sharpless epoxidation

Chun Tin Shei; Hao Lun Chien; Kuang-Sen Sung

doi:10.1055/s-2008-1066997

TiCl₄/tert-butyl hydroperoxide: Chemioselective oxidation of secondary alcohols and suppression of sharpless epoxidation

Chun Tin Shei, Hao Lun Chien, Kuang-Sen Sung

Department of Chemistry

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

4 Citations (Scopus)

Abstract

Replacing Ti(Oi-Pr)₄ with TiCl₄ under the normal Sharpless epoxiation conditions resulted in a shut down of the epoxidation reaction. Instead, a chemioselective oxidation of secondary alcohols in the presence of primary alcohols occurred.

Original language	English
Pages (from-to)	1021-1026
Number of pages	6
Journal	Synlett
Issue number	7
DOIs	https://doi.org/10.1055/s-2008-1066997
Publication status	Published - 2008 Apr 17

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1055/s-2008-1066997

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title = "TiCl4/tert-butyl hydroperoxide: Chemioselective oxidation of secondary alcohols and suppression of sharpless epoxidation",

abstract = "Replacing Ti(Oi-Pr)4 with TiCl4 under the normal Sharpless epoxiation conditions resulted in a shut down of the epoxidation reaction. Instead, a chemioselective oxidation of secondary alcohols in the presence of primary alcohols occurred.",

author = "Shei, {Chun Tin} and Chien, {Hao Lun} and Kuang-Sen Sung",

year = "2008",

month = apr,

day = "17",

doi = "10.1055/s-2008-1066997",

language = "English",

pages = "1021--1026",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "7",

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T1 - TiCl4/tert-butyl hydroperoxide

T2 - Chemioselective oxidation of secondary alcohols and suppression of sharpless epoxidation

AU - Shei, Chun Tin

AU - Chien, Hao Lun

AU - Sung, Kuang-Sen

PY - 2008/4/17

Y1 - 2008/4/17

N2 - Replacing Ti(Oi-Pr)4 with TiCl4 under the normal Sharpless epoxiation conditions resulted in a shut down of the epoxidation reaction. Instead, a chemioselective oxidation of secondary alcohols in the presence of primary alcohols occurred.

AB - Replacing Ti(Oi-Pr)4 with TiCl4 under the normal Sharpless epoxiation conditions resulted in a shut down of the epoxidation reaction. Instead, a chemioselective oxidation of secondary alcohols in the presence of primary alcohols occurred.

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U2 - 10.1055/s-2008-1066997

DO - 10.1055/s-2008-1066997

M3 - Article

AN - SCOPUS:42949102687

SN - 0936-5214

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EP - 1026

JO - Synlett

JF - Synlett

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ER -

TiCl₄/tert-butyl hydroperoxide: Chemioselective oxidation of secondary alcohols and suppression of sharpless epoxidation

Abstract

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