Total synthesis of (±)-communesin F via a cycloaddition with indol-2-one

Johannes Belmar; Raymond L. Funk

doi:10.1021/ja307277w

Total synthesis of (±)-communesin F via a cycloaddition with indol-2-one

Johannes Belmar, Raymond L. Funk

Chemistry

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101 Scopus citations

Abstract

A concise total synthesis of (±)-communesin F has been completed in 15 linear steps from 4-bromotryptophol in an overall yield of 6.7%. A key step features the cycloaddition of indol-2-one with 3-(2-azidoethyl)-4-bromoindole and facilitates the rapid construction of the lower aminal-containing tetracyclic core of the natural product.

Original language	English (US)
Pages (from-to)	16941-16943
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	134
Issue number	41
DOIs	https://doi.org/10.1021/ja307277w
State	Published - Oct 17 2012

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja307277w

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abstract = "A concise total synthesis of (±)-communesin F has been completed in 15 linear steps from 4-bromotryptophol in an overall yield of 6.7%. A key step features the cycloaddition of indol-2-one with 3-(2-azidoethyl)-4-bromoindole and facilitates the rapid construction of the lower aminal-containing tetracyclic core of the natural product.",

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Total synthesis of (±)-communesin F via a cycloaddition with indol-2-one

Abstract

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