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The Si-2,4,6-Trimethoxyphenyl Moiety as a Novel Protecting Group in Organosilicon Chemistry:  Alternative Synthesis of rac-Sila-venlafaxine

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journal contribution
posted on 11.10.2004, 00:00 by Jürgen O. Daiss, Martin Penka, Christian Burschka, Reinhold Tacke
The Si-2,4,6-trimethoxyphenyl (Si-2,4,6-TMOP) moiety is claimed to be an effective protecting group for synthetic organosilicon chemistry. To demonstrate its high synthetic potential, the Si-2,4,6-TMOP protecting group has been used for a novel multistep synthesis of rac-sila-venlafaxine (a sila-analogue of the serotonin/noradrenaline reuptake inhibitor rac-venlafaxine), starting from 1,1-dichloro-1-silacyclohexane. In addition, the Si-2,4,6-TMOP moiety has been used as a protecting group in silacyclobutane chemistry.