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

Bernardim, Barbara; Lordello, Leonardo D.; Burtoloso, Antonio C. B.

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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

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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 Opportunities:	Regular Research Grants

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