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EnglishA procedure for protiodesilylation of 1-(trimethylsilyl)-1-alkynes that involves the use of catalytic amounts of AgNO3 and does not require the employment of KCN is described. This procedure allows for chemoselective deprotection of 1-(trimethylsilyl)-1-alkynes containing α-(trimethylsilyl)benzyl moieties, tert-butyldiphenylsilyl alkyl ethers or tert-butyldimethylsilyl aryl ether groups. However, it causes complete desilylation of 1-(trimethylsilyl)-1-alkynes characterised by a primary alcoholic group protected as a tert-butyldimethylsilyl ether. Interestingly, compounds that contain this last functional group can also furnish the corresponding alcohols by treatment with a catalytic amount of aqueous HNO3.
| Autori interni: | |
| Autori: | CARPITA A; MANNOCCI L; ROSSI R |
| Titolo: | Silver(I)-catalysed protiodesylilation of (1-trimethylsilyl)-1-alkynes |
| Anno del prodotto: | 2005 |
| Digital Object Identifier (DOI): | 10.1002/ejoc.200400810 |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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