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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Highly Regio- and Stereoselective Heck Reaction of Allylic Esters with Arenediazonium Salts: Application to the Synthesis of Kavalactones

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Author(s):
Moro, Angelica Venturini [1] ; Pereira Cardoso, Flavio Sega [1] ; Duarte Correia, Carlos Roque [1]
Total Authors: 3
Affiliation:
[1] Univ Estadual Campinas, Inst Quim, UNICAMP, BR-13084971 Sao Paulo - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ORGANIC LETTERS; v. 11, n. 16, p. 3642-3645, AUG 20 2009.
Web of Science Citations: 50
Abstract

A highly efficient palladium-catalyzed Heck reaction of allylic esters with arenediazonium salts is described. The reaction proceeds under mild conditions, with excellent to total regio- and stereochemical control and with retention of the traditional leaving group. Furthermore, the generality of the present methodology is illustrated by the short total synthesis of the natural kavalactones, yangonine, (+/-)-methysticin, and (+/-)-dihydromethysticin. (AU)

FAPESP's process: 05/05150-4 - Study of Heck arylation reaction of non-activated olefins with diazonium salts and their application in stereo controlled total synthesis of neuro excitatory amino acids of the acromelate family
Grantee:Angélica Venturini Moro
Support Opportunities: Scholarships in Brazil - Doctorate