From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones. - Archive ouverte HAL Access content directly
Journal Articles Journal of the American Chemical Society Year : 2013

From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones.

(1) , (1)
1

Abstract

A new radical addition/C-C bond fragmentation process is reported. Vinyl carbinols derived from 2-methyl-2-phenylpropanal react with radicals generated from xanthates to give the corresponding ketones. The radical cleavage reaction proceeds under mild conditions, in good to high yield, and in the presence of the unprotected carbinol. Highly functionalized 1,5-diketones and pyridines are readily available using this approach.
Not file

Dates and versions

hal-00966618 , version 1 (26-03-2014)

Identifiers

Cite

Laurent Debien, Samir Z Zard. From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones.. Journal of the American Chemical Society, 2013, 135 (10), pp.3808-3811. ⟨10.1021/ja400831w⟩. ⟨hal-00966618⟩
44 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More