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

Laurent Debien; Samir Z Zard

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

Laurent Debien ¹ Samir Z Zard ¹

1 DCSO - Laboratoire de synthèse organique

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.

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

Complete list of metadatas

https://hal-polytechnique.archives-ouvertes.fr/hal-00966618
Contributor : Denis Roura <>
Submitted on : Wednesday, March 26, 2014 - 9:53:34 PM
Last modification on : Thursday, February 7, 2019 - 5:19:31 PM

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

Identifiers

Collections

Citation

Export

Metrics

124

Contact

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

Identifiers

Collections

Citation

Export

Share

Metrics

124

Contact