Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki-Miyaura cross-coupling

被引：7
作者：
Kim, Daria E. [1 ]
Zhu, Yingchuan [1 ]
Newhouse, Timothy R. [1 ]
机构：
[1] Yale Univ, Dept Chem, 225 Prospect St, New Haven, CT 06520 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 07期
关键词：
BETA-BORYL-ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; STRATEGY; BIS(PINACOLATO)DIBORON; TOSYLATES; NOSYLATES; ARYL;
D O I：
10.1039/c8ob02573h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An alternative protocol for the B-alkyl Suzuki-Miyaura reaction to produce cyclic alpha, beta-disubstituted enones is reported. The use of beta-triflyl enones as coupling partners in lieu of their halogenated analogs provides enhanced substrate stability to light and chromatography without adversely affecting reactivity. This protocol allows efficient access to the synthetically challenging alpha, beta-disubstituted enone motif under mild conditions.
引用
收藏
页码：1796 / 1799
页数：4
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