Extending Pummerer reaction chemistry. Examination of the prospects for forming vicinal quaternary carbon centers

Ken S. Feldman; Ahmed Nuriye

doi:10.1016/j.tetlet.2009.02.024

Extending Pummerer reaction chemistry. Examination of the prospects for forming vicinal quaternary carbon centers

Ken S. Feldman, Ahmed Nuriye

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18 Scopus citations

Abstract

Pummerer chemistry applied to 2-sulfinyl indoles promotes oxidative cyclization of pendant nucleophiles to furnish C(3) spirocyclic indolenine products. Use of tetrasubstituted silyl enol ether nucleophiles in this transform yields spirocycles featuring vicinal all-carbon quaternary centers in two cases, but fails when a nearby amine can intervene.

Original language	English (US)
Pages (from-to)	1914-1916
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	17
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.024
State	Published - Apr 29 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2009.02.024

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abstract = "Pummerer chemistry applied to 2-sulfinyl indoles promotes oxidative cyclization of pendant nucleophiles to furnish C(3) spirocyclic indolenine products. Use of tetrasubstituted silyl enol ether nucleophiles in this transform yields spirocycles featuring vicinal all-carbon quaternary centers in two cases, but fails when a nearby amine can intervene.",

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Extending Pummerer reaction chemistry. Examination of the prospects for forming vicinal quaternary carbon centers

Abstract

All Science Journal Classification (ASJC) codes

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