Bronsted Acid Catalyzed Homoconjugate Addition of Organotrifluoroborates to Arylated Cyclopropyl Ketones

被引：27
作者：
Nguyen, Truong N. [1 ]
Nguyen, Thien S. [1 ]
May, Jeremy A. [1 ]
机构：
[1] Univ Houston, Dept Chem, 3585 Cullen Blvd,Fleming Bldg Room 112, Houston, TX 77204 USA
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 15期
关键词：
DONOR-ACCEPTOR CYCLOPROPANES; CROSS-COUPLING REACTIONS; DEGENERATE COPE REARRANGEMENT; ASYMMETRIC PETASIS REACTIONS; FRIEDEL-CRAFTS ALKYLATIONS; HOMO-NAZAROV CYCLIZATION; METHYL VINYL KETONE; CONJUGATE ADDITION; STEREOSELECTIVE-SYNTHESIS; ACTIVATED CYCLOPROPANES;
D O I：
10.1021/acs.orglett.6b01795
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and practical homoconjugate addition of alkenyl, alkynyl, heteroaryl, and aryl trifluoroborates to arylated cyclopropyl ketones to synthesize gamma,gamma-disubstituted ketones is reported. A preliminary,mechanistic proposal involving ketone protonation, an intermediary carbocation, and intermolecular nucleophile addition has been made based on control studies.
引用
收藏
页码：3786 / 3789
页数：4
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