Phosphine-promoted [3 ＋ 2] cycloaddition between nonsubstituted MBH carbonates and trifluoromethyl ketones

A phosphine-promoted [3 ＋ 2] cycloaddition from readily accessible MBH （Morita-Baylis-Hillman） carbonate and aryl trifluoromethyl ketone is described. The use of methyl vinyl ketone-derived allylic carbonate rather than common acrylate-derived counterpart renders the reaction pathway exclusive for 5...

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Bibliographic Details
Published in:Chinese chemical letters 2015-06, Vol.26 (6), p.646-648
Main Authors: Duan, Hong-Yu, Ma, Juan, Yuan, Zhe-Zhe, Yao, Ri-Sheng, Tao, Wei, Xu, Fang, Xiao, Hua, Zhao, Gang
Format: Article
Language:English
Subjects:
Allylic carbonate
Cycloaddition
MBH
Trifluoromethyl ketones
Ylides
三氟甲基化
三氟甲基酮
反应途径
环加成
甲基乙烯基酮
碳酸盐
膦
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Summary:A phosphine-promoted [3 ＋ 2] cycloaddition from readily accessible MBH （Morita-Baylis-Hillman） carbonate and aryl trifluoromethyl ketone is described. The use of methyl vinyl ketone-derived allylic carbonate rather than common acrylate-derived counterpart renders the reaction pathway exclusive for 5-endo process, which enables the expeditious preparation of a range of trifluoromethylated 2, 3-dihydrofuran in a chemospecific manner.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2015.03.019