共 32 条
The use of tert-butyl vinyl ether in stepwise electrophilic addition reactions
被引:4
作者:
Koikov, LN
[1
]
Han, MM
[1
]
Wellman, DM
[1
]
Kelly, JA
[1
]
Smoliakova, IP
[1
]
机构:
[1] Univ N Dakota, Dept Chem, Grand Forks, ND 58202 USA
关键词:
D O I:
10.1080/00397910008086984
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
tert-Butyl vinyl ether (1) reacts with p-TolSCl to give 2-tert-butoxy-2-chloroethyl p-tolyl sulfide (2). In the presence of SnCl4, 2 reacts with silyl enol ethers, allyltrimethylsilane, and vinyl ethers to form a C-C bond. In the case of vinyl ethers, the reaction proceeds through the formation of the 5-membered sulfonium salt intermediate which in turn can react with H2O, TMSCN, allyltrimethylsilane, and Grignard reagents.
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页码:3451 / 3464
页数:14
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