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On the research of the enantioselective Heck - Matsuda Reaction: its application to the substrate cyclohex-4-ene-1,2-diol

Grant number: 14/25420-5
Support Opportunities:Scholarships in Brazil - Scientific Initiation
Effective date (Start): February 01, 2015
Effective date (End): January 31, 2016
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Carlos Roque Duarte Correia
Grantee:Vinicius Taba Munhoz
Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil


Considering the development of efficient methods for the synthesis of enantiomerically enriched substances, with this work we wish to investigate the enantioselective Heck-Matsuda reaction involving endocyclic olefins. Namely, following breakthrough results achieved by Professor Correia's group in this research field, it becomes necessary to expand the reaction scope, as well as its understanding. Thus, taking into account the previous reaction application with cyclopentenes, specially the desymmetrization of 3-cyclopentenol, in which two possible products were obtained, we now aim to investigate the desymmetrization of cyclohex-4-ene-1,2-diol, by means of the enantioselective Heck-Matsuda reaction. Indeed, this substrate allows us to infer on the methodology's behavior according to the substrate's characteristics, especially the size of its ring, and on the presence of one or more coordinating groups, in this case hydroxide groups.

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