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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.)

Sequential Morita-Baylis-Hillman/Achmatowicz reactions: an expeditious access to pyran-3(6H)-ones with a unique substitution pattern

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Author(s):
Guidotti, Bruno B. [1] ; Coelho, Fernando [1]
Total Authors: 2
Affiliation:
[1] Univ Estadual Campinas, Inst Chem, Dept Organ Chem, Lab Synth Nat Prod & Drugs, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: Tetrahedron Letters; v. 56, n. 46, p. 6356-6359, NOV 18 2015.
Web of Science Citations: 2
Abstract

We herein disclosed a novel approach to synthesize densely functionalized 6-hydroxy-2H-pyran-3(6H)-ones with moderate to good diastereoselectivity. The method is based on a two step sequence using Morita-Baylis-Hillman adducts as substrates for the Achmatowicz rearrangement, allowing the preparation of highly substituted pyran-3-ones with overall yields ranging from 17% to 80% and a unique substitution pattern. (C) 2015 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 13/10449-5 - Morita-Baylis-Hillman adducts as efficient building blocks for the synthesis of molecules of biological interest
Grantee:Fernando Antonio Santos Coelho
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