Cross metathesis of (-)-beta-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins

Author(s)

Fernandes, Luciana Sarmento ^{[1, 2]} ; Mandelli, Dalmo ^[1] ; Carvalho, Wagner A. ^[1] ; Caytan, Elsa ^[2] ; Fischmeister, Cedric ^[2] ; Bruneau, Christian ^[2]

Affiliation

^[1] Univ Fed ABC, Ctr Ciencias Nat & Humanas, Santo Andre, SP - Brazil

^[2] Univ Rennes, CNRS, ISCR Inst Sci Chim Rennes UMR6226, F-35000 Rennes - France

• Document type: Journal article
• Source: APPLIED CATALYSIS A-GENERAL; v. 623, AUG 5 2021.
• Web of Science Citations: 0

Abstract

The straightforward functionalization of sterically demanding alpha,alpha-disubstituted double bonds of beta-pinene, (-)-limonene and (-)-limonene terpenoids has been achieved via cross metathesis with internal olefins. The reactions are catalyzed by second generation ruthenium catalysts in dimethyl carbonate as green solvent or under neat conditions. This transformation provides a clean process for the access to functionalized bulky cyclic terpenes where the terminal double bond generates a trisubstituted olefin. (AU)

• FAPESP's process: 17/24931-4 - Polyols conversion promoted by alternative catalysts under conventional and microwave heating
• Grantee: Wagner Alves Carvalho
• Support Opportunities: Regular Research Grants
• FAPESP's process: 16/05006-5 - Contaminants removal from pharmaceutical industry effluents using new materials from waste biodiesel
• Grantee: Maraisa Gonçalves
• Support Opportunities: Regular Research Grants
• FAPESP's process: 15/26787-2 - Valuation of natural products via cross-methathesis of terpenes and terpenoids
• Grantee: Luciana Sarmento Fernandes
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 19/18981-4 - Direct functionalization of bulky terpenes by cross-metathesis
• Grantee: Luciana Sarmento Fernandes
• Support Opportunities: Scholarships abroad - Research Internship - Doctorate
• FAPESP's process: 18/01258-5 - Novel chemical catalytic and photocatalytic processes for the direct conversion of methane and CO2 to products
• Grantee: José Maria Correa Bueno
• Support Opportunities: Research Projects - Thematic Grants