Orthogonally protected dialkynes

Orthogonally protected dialkynes
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DOI:
10.1016/0040-4039(96)01838-2
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发表时间:
1996-10-28
影响因子:
1.8
通讯作者:
Vasella, A
Vasella, A
中科院分区:
化学4区
文献类型:
--
作者:
Ernst, A;Gobbi, L;Vasella, A

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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