Abstract
3-Lithio-2-[silylmethyl]propenes, easily prepared from 3-methylseleno-2-[silylmethyl]propenes by the cleavage of the C-Se bond, are useful intermediates for the preparation of a variety of functionalised allylsilanes. These allylsilanes are interesting building blocks, used for example, as annelating agents in the efficient synthesis of spiroketals by the Intramolecular Silyl-Modified Sakurai (ISMS) cyclisation. The methodology described in this article provides also an expedient route to a range of heterosubstituted methylselenopropenes, which are valuable precursors to a range of useful heterosubstituted allyllithium reagents. Finally, a one-step preparation of functionalised allylsilanes from readily available 3-methylseleno-2-[methylselenomethyl]propene is reported.
| Original language | English |
|---|---|
| Pages (from-to) | 1219-1222 |
| Number of pages | 4 |
| Journal | Synlett |
| Issue number | 11 |
| Publication status | Published - 1 Nov 1998 |
Fingerprint
Dive into the research topics of 'Preparation and synthetic utility of 2-methylselenomethyl allyl methyl selenide. A valuable precursor to 2-silylmethylallyllithiums'. Together they form a unique fingerprint.Cite this
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver