Nhatrangin A: Total Syntheses of the Proposed Stru... - BV FAPESP
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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.)

Nhatrangin A: Total Syntheses of the Proposed Structure and Six of Its Diastereoisomers

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Author(s):
Dias, Luiz C. ; Polo, Ellen C.
Total Authors: 2
Document type: Journal article
Source: Journal of Organic Chemistry; v. 82, n. 8, p. 4072-4112, APR 21 2017.
Web of Science Citations: 6
Abstract

A total synthesis Of the proposed structure of nhatrangin A is described. This strategy relies on two aldol reactions to install the chiral centers at C3/C4 and C3'/C4', a lithium-mediated coupling between an advanced intermediate alkyne and a Weinreb amide to complete the C1-C13 alkyl scaffold, and a Yamaguchi esterification to set the side chain. Discrepancies in the spectroscopic data between synthetic and natural nhatrangins led us to synthesize six more diastereoisomers of the proposed structure of nhatrangin A. (AU)

FAPESP's process: 11/06722-2 - Total synthesis of nhatrangins A and B
Grantee:Ellen Christine Polo
Support Opportunities: Scholarships in Brazil - Doctorate
FAPESP's process: 12/02230-0 - Total synthesis of bioactive compounds: biological tests and design of new analogs
Grantee:Luiz Carlos Dias
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