Indol-2-one intermediates: Mechanistic evidence and synthetic utility. Total syntheses of (±)-flustramines A and C

James R. Fuchs; Raymond L. Funk

doi:10.1021/ol047532v

Indol-2-one intermediates: Mechanistic evidence and synthetic utility. Total syntheses of (±)-flustramines A and C

James R. Fuchs
, Raymond L. Funk

Chemistry

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

125 Scopus citations

Abstract

(Chemical Equation Presented) A variety of 3,3-disubstituted 2-indolinones have been prepared by treatment of 3-bromo-3-alkyl-2-indolinones with dienophiles/nucleophiles in the presence of cesium carbonate. Application of this general strategy has facilitated the total syntheses of the reverse prenylated marine natural products (±)-flustramine A and (±)-flustramine C.

Original language	English (US)
Pages (from-to)	677-680
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	4
DOIs	https://doi.org/10.1021/ol047532v
State	Published - Feb 17 2005

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 14 Life Below Water

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol047532v

Cite this

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abstract = "(Chemical Equation Presented) A variety of 3,3-disubstituted 2-indolinones have been prepared by treatment of 3-bromo-3-alkyl-2-indolinones with dienophiles/nucleophiles in the presence of cesium carbonate. Application of this general strategy has facilitated the total syntheses of the reverse prenylated marine natural products (±)-flustramine A and (±)-flustramine C.",

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AU - Funk, Raymond L.

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N2 - (Chemical Equation Presented) A variety of 3,3-disubstituted 2-indolinones have been prepared by treatment of 3-bromo-3-alkyl-2-indolinones with dienophiles/nucleophiles in the presence of cesium carbonate. Application of this general strategy has facilitated the total syntheses of the reverse prenylated marine natural products (±)-flustramine A and (±)-flustramine C.

AB - (Chemical Equation Presented) A variety of 3,3-disubstituted 2-indolinones have been prepared by treatment of 3-bromo-3-alkyl-2-indolinones with dienophiles/nucleophiles in the presence of cesium carbonate. Application of this general strategy has facilitated the total syntheses of the reverse prenylated marine natural products (±)-flustramine A and (±)-flustramine C.

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Indol-2-one intermediates: Mechanistic evidence and synthetic utility. Total syntheses of (±)-flustramines A and C

Abstract

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