Convenient Wacker oxidations with substoichiometric cupric acetate

Amos B Smith; Young Shin Cho; Gregory K Friestad

doi:10.1016/S0040-4039(98)01992-3

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Convenient Wacker oxidations with substoichiometric cupric acetate

Journal article

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Convenient Wacker oxidations with substoichiometric cupric acetate

Amos B Smith, Young Shin Cho and Gregory K Friestad

Tetrahedron Letters, Vol.39(48), pp.8765-8768

1998

DOI: 10.1016/S0040-4039(98)01992-3

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Abstract

A modification of the Wacker oxidation of terminal olefins to methyl ketones using substoichiometric amounts of Cu(OAc) 2 as a redox shuttle reagent is described. The modified procedure is generally high yielding despite reduced levels of copper salt and convenient. Importantly, in a problematic case, the conditions suppressed acidic hydrolysis during oxidation of substrate (+)- 5 containing an acetonide.

Details

Title: Subtitle: Convenient Wacker oxidations with substoichiometric cupric acetate
Creators: Amos B Smith
Young Shin Cho
Gregory K Friestad
Resource Type: Journal article
Publication Details: Tetrahedron Letters, Vol.39(48), pp.8765-8768
DOI: 10.1016/S0040-4039(98)01992-3
ISSN: 0040-4039
eISSN: 1873-3581
Language: English
Date published: 1998
Academic Unit: Chemistry
Record Identifier: 9983985975502771

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