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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.)

Stereoselective Synthesis of 3-Hydroxy-4-arylcyclopentanones and 4-Arylcyclopentenones through a Heck-Matsuda Desymmetrization of meso cis-4-Cyclopentene-1,3-diol

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Author(s):
Carmona, Rafaela C. [1] ; Correia, Carlos Roque D. [1]
Total Authors: 2
Affiliation:
[1] Univ Estadual Campinas, Inst Quim, UNICAMP, BR-13084971 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ADVANCED SYNTHESIS & CATALYSIS; v. 357, n. 12, p. 2639-2643, AUG 24 2015.
Web of Science Citations: 17
Abstract

A new palladium-catalyzed route to 3-hydroxy-4-arylcyclopentanones and 4-arylcyclopentenones in a diastereo- and enantioselective manner by a Heck-Matsuda desymmetrization was achieved from the commercially available meso cis-4-cyclopentene-1,3-diol. This method is highly practical, mild, high yielding and is carried out under ``open vessel{''} conditions. Protected and unprotected substrates provide distinct products bearing considerable value as synthetic scaffolds for the synthesis of natural and unnatural bioactive compounds containing a five-membered ring. (AU)

FAPESP's process: 11/23832-6 - New methodological and mechanistic studies related to the Heck arylations employing arenediazonium salts and synthetic applications
Grantee:Carlos Roque Duarte Correia
Support Opportunities: Regular Research Grants
FAPESP's process: 13/10183-5 - Arylation of Cycloalkenes via asymmetric Heck-Matsuda reaction and synthetic applications
Grantee:Rafaela Costa Carmona
Support Opportunities: Scholarships in Brazil - Doctorate