Extending pummerer reaction chemistry: Studies in the palau'amine synthesis area

Ken S. Feldman; Ahmed Yimam Nuriye; Jianfeng Li

doi:10.1021/jo200740b

Extending pummerer reaction chemistry: Studies in the palau'amine synthesis area

Ken S. Feldman, Ahmed Yimam Nuriye, Jianfeng Li

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

Exploratory oxidative cyclization studies on cyclopentanelated and cyclohexenelated oroidin derivatives utilized Pummerer chemistry to generate pentacyclic structures related to the palau'amine family of sponge metabolites. Stereochemical issues were paramount, and appropriate choice of annelated ring size led to formation of the pentacyclic framework with complete diastereoselectivity for all of the core bonds.

Original language	English (US)
Pages (from-to)	5042-5060
Number of pages	19
Journal	Journal of Organic Chemistry
Volume	76
Issue number	12
DOIs	https://doi.org/10.1021/jo200740b
State	Published - Jun 17 2011

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo200740b

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abstract = "Exploratory oxidative cyclization studies on cyclopentanelated and cyclohexenelated oroidin derivatives utilized Pummerer chemistry to generate pentacyclic structures related to the palau'amine family of sponge metabolites. Stereochemical issues were paramount, and appropriate choice of annelated ring size led to formation of the pentacyclic framework with complete diastereoselectivity for all of the core bonds.",

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Extending pummerer reaction chemistry: Studies in the palau'amine synthesis area

Abstract

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