Palladium-mediated carbosubstitutions in spiranes

被引:14
作者
Falck-Pedersen, ML [1 ]
Romming, C [1 ]
Undheim, K [1 ]
机构
[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway
关键词
D O I
10.1016/S0040-4020(99)00470-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbosubstitutions in spirene triflates can be effected by Pd-catalyzed couplings with stannylated or zincated arenes. Differential carbosubstitution resulted from stepwise triflation and coupling in spiro[4,4]nonane-1,6-dione. Catalytic hydrogenation of the 1,6-diphenyl-1,6-diene gave the cic, cis-disubstituted spirane. Metal hydride reduction of intermediate monoketone gave mainly the cis-alcohol. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8525 / 8538
页数:14
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