Bronsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes

被引:25
|
作者
Cai, Xiao [1 ]
Keshavarz, Amir [1 ]
Omaque, Justin D. [1 ]
Stokes, Benjamin J. [1 ]
机构
[1] Univ Calif Merced, Sch Nat Sci, 5200 North Lake Rd, Merced, CA 95343 USA
关键词
RING-CLOSURE; STEREOSELECTIVE-SYNTHESIS; FUNCTIONALIZED INDANES; FLUOROSULFURIC ACID; ALKENES; CYCLIZATION; ALKYLATION; CARBINOLS; ESTERS; CATION;
D O I
10.1021/acs.orglett.7b00958
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using triphenylmethylium tetrakis(pentafluorophenyl)borate as a convenient Bronsted acid precatalyst, beta-(alpha,alpha-dimethylbenzyl)styrenes are shown to cyclize efficiently to afford a variety of new indanes that possess a benzylic quaternary center. The geminal dimethyl-containing quaternary center is proposed to be necessary to arm the substrate for cyclization through steric biasing.
引用
收藏
页码:2626 / 2629
页数:4
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