Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases | Zendy

Hioki Yuto | Zendy; Yukioka Taro | Zendy; Okano Kentaro | Zendy; Mori Atsunori | Zendy

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Deprotonative Generation of Cyclohexynes from Cyclic Enol Triflates Using Aluminate Bases

Author(s) -

Hioki Yuto,

Yukioka Taro,

Okano Kentaro,

Mori Atsunori

Publication year - 2018

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201800205

Subject(s) - enol , chemistry , aluminate , nitrone , cycloaddition , lithium (medication) , base (topology) , organic chemistry , catalysis , metallurgy , medicine , mathematical analysis , materials science , mathematics , cement , endocrinology

Deprotonative generation of cyclohexynes was achieved by treatment of the corresponding enol triflates with lithium triisobutyl(2,2,6,6‐tetramethylpiperidino)aluminate as a base. Six‐membered enol triflates involving an ester and a cyano group were converted to the corresponding cyclohexynes at 60 °C. The reaction conditions were applied to [3+2] cycloaddition with a nitrone to form the isoxazoline.

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