Linking of Alcohols with Vinyl Azides

Yi Feng Wang; Ming Hu; Hirohito Hayashi; Bengang Xing; Shunsuke Chiba

doi:10.1021/acs.orglett.6b00116

Linking of Alcohols with Vinyl Azides

Yi Feng Wang, Ming Hu, Hirohito Hayashi, Bengang Xing^*, Shunsuke Chiba

^*Corresponding author for this work

Nanyang Technological University

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

29 Citations (Scopus)

Abstract

A protocol to link alcohols with vinyl azides has been established through fluoro- or bromo-alkoxylation of vinyl azides to provide α-alkoxy-β-haloalkyl azides. A series of primary and secondary alcohols including natural products and their derivatives such as sugars and steroids were successfully anchored with vinyl azides. The as-prepared cyanine dye linked testosterones were capable of rapid cell membrane imaging in real time.

Original language	English
Pages (from-to)	992-995
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	5
DOIs	https://doi.org/10.1021/acs.orglett.6b00116
Publication status	Published - Mar 4 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.6b00116

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AU - Hu, Ming

AU - Hayashi, Hirohito

AU - Xing, Bengang

AU - Chiba, Shunsuke

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AB - A protocol to link alcohols with vinyl azides has been established through fluoro- or bromo-alkoxylation of vinyl azides to provide α-alkoxy-β-haloalkyl azides. A series of primary and secondary alcohols including natural products and their derivatives such as sugars and steroids were successfully anchored with vinyl azides. The as-prepared cyanine dye linked testosterones were capable of rapid cell membrane imaging in real time.

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Linking of Alcohols with Vinyl Azides

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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