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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.
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页码:2626 / 2629
页数:4
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