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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.)

Catalytic Asymmetric Synthesis and Stereochemical Revision of (+)-Cryptoconcatone H

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Author(s):
-Felice, Franco Della ; Sarotti, Ariel M. ; Pilli, Ronaldo A.
Total Authors: 3
Document type: Journal article
Source: Journal of Organic Chemistry; v. 82, n. 17, p. 9191-9197, SEP 1 2017.
Web of Science Citations: 8
Abstract

The total synthesis and structural revision of (+)-cryptoconcatone H are described. Guided by computational studies for the final structure assignment, the stereogenic centers at the tetrahydropyran moiety of (+)-cryptoconcatone H were assembled through catalytic asymmetric methodologies: Krische allylation, cross-metathesis reaction, and THP formation via Pd(II)-catalyzed cyclization. Finally, a Krische allylation reaction established the last stereocenter, and the lactone moiety was formed by ring-closing metathesis. (AU)

FAPESP's process: 14/25474-8 - Synthesis and biological evualuation of Brevipolide A, Cryptomoskatone F1 and related compounds
Grantee:Franco Della Felice
Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
FAPESP's process: 16/12541-4 - A biomimetic approach to the total synthesis of Stemona alkaloids
Grantee:Ronaldo Aloise Pilli
Support Opportunities: Regular Research Grants
FAPESP's process: 13/07607-8 - OCRC - Obesity and Comorbidities Research Center
Grantee:Licio Augusto Velloso
Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC