Fluorous and traceless synthesis of substituted indole alkaloids.

Fluorous and traceless synthesis of substituted indole alkaloids. Research Abstract Details 

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Fluorous and traceless synthesis of substituted indole alkaloids. Abstract Text:

Mei-Jung Lin,Wei Zhang,Chung-Ming Sun,Mei-Jung Lin,Wei Zhang,Chung-Ming Sun,

The fluorous traceless synthesis of substituted indole alkaloids is carried out first by attaching the 3-(perfluorooctyl)propanol with Boc protected l-tryptophan. The reaction of perfluoroalkyl (Rfh)-tagged tryptophan esters with various aldehydes undergos Pictet-Spengler reaction to give cis and trans stereoisomers of tetrahydro-beta-carbolines. The nucleophilic addition of the piperidine nitrogen across various isocyanates is followed by the cyclization of ureas and simultaneous rupture of the fluorous tag to afford the hydantoin ring fused tetrahydro-beta-carbolines. All the fluorous-tag compounds are purified by solid-phase extraction (SPE) through Fluoro Flash cartridges.

Fluorous and traceless synthesis of substituted indole alkaloids. Publishing Authors By Initials

MJ Lin,W Zhang,CM Sun,MJ Lin,W Zhang,CM Sun,

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Fluorous and traceless synthesis of substituted indole alkaloids. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of combinatorial chemistry

VOLUME: 9

Page Numbers: 951-8

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ISSN: 1520-4766

DAY: 4

MONTH: 10

YEAR: 2007

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LANGUAGE: eng

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Grant and Affiliation Information for Fluorous and traceless synthesis of substituted indole alkaloids.

AFFILIATION: Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300, Taiwan, and Fluorous Technologies, Inc; 970 William Pitt Way, Pittsburgh, Pennsylvania 15238 cmsun@mail.nctu.edu.tw.

Country: United States

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MEDLINETA: J Comb Chem

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