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(Reference retrieved automatically from Google Scholar through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis of alexine-like compounds from chiral five-membered endocyclic enecarbamates

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Author(s):
Valle‚ M.S. ; Retailleau‚ P. ; Correia‚ C.R.D.
Total Authors: 3
Document type: Journal article
Source: Tetrahedron Letters; v. 49, n. 12, p. 1957-1960, 2008.
Abstract

Stereoselective syntheses of enantiomerically enriched trihydroxy pyrrolizidine and indolizidines were accomplished from a common chiral endocyclic enecarbamate. The synthetic strategy features an efficient [2+2] cycloaddition of ketenes to the endocyclic enecarbamate and a highly regioselective Baeyer-Villiger oxidation of the intermediate azabicyclic-cyclobutanones. These new heterocycles are compounds structurally related to the alexines. (c) 2008 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 05/00721-3 - Exploring reliable methodologies for the synthesis of compounds of medicinal importance: total synthesis of novel neuroexcitatory aminoacids, of antitumor lactones, of the antidepressant paroxetin, and of new analogues of sphingosine and cerebrosides
Grantee:Carlos Roque Duarte Correia
Support Opportunities: Regular Research Grants