Linking of alcohols with vinyl azides

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 a...

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Main Authors: Wang, Yi-Feng, Hu, Ming, Hayashi, Hirohito, Xing, Bengang, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/154866
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548662023-02-28T19:59:16Z Linking of alcohols with vinyl azides Wang, Yi-Feng Hu, Ming Hayashi, Hirohito Xing, Bengang Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Azides Hydrocarbons 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. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University and the Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2013-T2- 1-060 for S.C.). 2022-01-14T07:29:46Z 2022-01-14T07:29:46Z 2016 Journal Article Wang, Y., Hu, M., Hayashi, H., Xing, B. & Chiba, S. (2016). Linking of alcohols with vinyl azides. Organic Letters, 18(5), 992-995. https://dx.doi.org/10.1021/acs.orglett.6b00116 1523-7060 https://hdl.handle.net/10356/154866 10.1021/acs.orglett.6b00116 26914180 2-s2.0-84960157767 5 18 992 995 en MOE2013-T2-1-060 Organic Letters This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.6b00116. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Azides
Hydrocarbons
spellingShingle Science::Chemistry
Azides
Hydrocarbons
Wang, Yi-Feng
Hu, Ming
Hayashi, Hirohito
Xing, Bengang
Chiba, Shunsuke
Linking of alcohols with vinyl azides
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wang, Yi-Feng
Hu, Ming
Hayashi, Hirohito
Xing, Bengang
Chiba, Shunsuke
format Article
author Wang, Yi-Feng
Hu, Ming
Hayashi, Hirohito
Xing, Bengang
Chiba, Shunsuke
author_sort Wang, Yi-Feng
title Linking of alcohols with vinyl azides
title_short Linking of alcohols with vinyl azides
title_full Linking of alcohols with vinyl azides
title_fullStr Linking of alcohols with vinyl azides
title_full_unstemmed Linking of alcohols with vinyl azides
title_sort linking of alcohols with vinyl azides
publishDate 2022
url https://hdl.handle.net/10356/154866
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