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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 Aryl Cyclopentene Scaffolds by Heck-Matsuda Desymmetrization of 3-Cyclopentenol

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Author(s):
Angnes, Ricardo A. [1] ; Oliveira, Juliana M. [1] ; Oliveira, Caio C. [1] ; Martins, Nelson C. [1] ; Correia, Carlos Roque D. [1]
Total Authors: 5
Affiliation:
[1] State Univ Campinas Unicamp, Inst Chem, BR-73083970 Sao Paulo - Brazil
Total Affiliations: 1
Document type: Journal article
Source: CHEMISTRY-A EUROPEAN JOURNAL; v. 20, n. 41, p. 13117-13121, OCT 6 2014.
Web of Science Citations: 25
Abstract

A new enantioselective Heck-Matsuda desymmetrization reaction was accomplished by using 3-cyclopentenol to produce chiral five-membered 4-aryl cyclopentenol scaffolds in good yields and high cc's, together with some 3-aryl-cyclopentanones as minor products. Mechanistically, the hydroxyl group of 3-cyclopentenol acts as a directing group and is responsible for the cis-arrangement in the formation of the 4-aryl-cyclopentenols. (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: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:Glaucius Oliva
Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC