Orthogonally protected dialkynes

被引:39
作者
Ernst, A [1 ]
Gobbi, L [1 ]
Vasella, A [1 ]
机构
[1] ETH ZURICH,ORGAN CHEM LAB,ETH ZENTRUM,CH-8092 ZURICH,SWITZERLAND
关键词
D O I
10.1016/0040-4039(96)01838-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several C-SiMe(3) and C-GeMe(3) protected dialkynes have been synthesized and regioselectively deprotected by protodesilylation or protodegermylation. Catalytic amounts of CuBr in THF/MeOH or in aqueous acetone lead exclusively to protodegermylation. The Me(3)Si group was removed with KF/[18]-crown-6 in aqueous THF without affecting the GeMe(3) group. C-SiMe(3) protected propargyl ethers are also selectively cleaved with K2CO3 in THF/MeOH. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7959 / 7962
页数:4
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