Direct Synthesis of Highly Substituted Cyclopentadienes and Derivatives from the Self-Condensation of Renewable Ethyl Levulinate

Santos, Camila S.; Burtoloso, Antonio C. B.

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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.)

Direct Synthesis of Highly Substituted Cyclopentadienes and Derivatives from the Self-Condensation of Renewable Ethyl Levulinate

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Author(s):	Santos, Camila S. ^[1] ; Burtoloso, Antonio C. B. ^[1] Total Authors: 2
Affiliation:	^[1] Univ Sao Paulo, Chem Inst Sao Carlos, BR-13560970 Sao Paulo, SP - Brazil Total Affiliations: 1
Document type:	Journal article
Source:	EUROPEAN JOURNAL OF ORGANIC CHEMISTRY; v. 2018, n. 45, p. 6350-6354, DEC 6 2018.
Web of Science Citations:	1
Abstract
Tri-substituted cyclopentadienes and cyclopentanes, high-value-added compounds, are readily prepared from ethyl levulinate, a chemical platform easily obtained from biomass. Key steps involve coupling two molecules of ethyl levulinate in the presence of pyrrolidine, followed by a base-catalyzed intramolecular aldol condensation, to provide a singly-purified and easily derivatizable cyclopentadiene in almost 40 % isolated overall yield. Reaction conditions are mild, simple and employ green solvents such as ethanol and anisole. This method opens a new pathway to preparing complex molecules from renewable feedstocks. (AU)

FAPESP's process:	17/23329-9 - Synthesis of substituted cyclopentanes and long chain polyols from abundant chemical platforms derived from biomass
Grantee:	Antonio Carlos Bender Burtoloso
Support Opportunities:	Regular Research Grants

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