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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.)

alpha,beta-Unsaturated Diazoketones as Versatile Building Blocks for the Synthesis of Hydroxylated Piperidines, Indolizidines and Quinolizidines

Author(s):
Bernardim, Barbara [1] ; Lordello, Leonardo D. [1] ; Burtoloso, Antonio C. B. [1]
Total Authors: 3
Affiliation:
[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Review article
Source: CURRENT TOPICS IN MEDICINAL CHEMISTRY; v. 13, n. 17, p. 2099-2103, SEP 2013.
Web of Science Citations: 8
Abstract

A four-step approach for the synthesis of dihydroxylated piperidine, quinolizidine and indolizidine systems is described employing alpha,beta-unsaturated diazoketones as versatile building blocks. Unsaturated diazoketones were readily prepared from a Horner-Wadsworth-Emmons reaction between a diazophosphonate and amino-aldehydes. The strategy employs an asymmetric dihydroxylation reaction as the key step and is simple and straightforward enough to be extended to other nitrogen heterocycles. (AU)

FAPESP's process: 12/04685-5 - New synthetic methodologies for the construction of pyrrolidine, piperidine and indolizidine systems
Grantee:Antonio Carlos Bender Burtoloso
Support type: Regular Research Grants