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J Org Chem. 2013 Nov 15;78(22):11414-20. doi: 10.1021/jo401969g. Epub 2013 Nov 7.

Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

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  • 1School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials Jiangsu Normal University , Xuzhou 221116, P. R. China.

Abstract

A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.

PMID:
24168348
[PubMed - indexed for MEDLINE]
PMCID:
PMC3876276
Free PMC Article
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