Abstract
A stereoselective haloclestannylation of (E)-beta-stannylvinyisilane 6 has been used to access a range of (E)-beta-halovinylsilanes. Most notably, the beta-fluorovinylsilane 14 was accessed in high yield using the Select-fluor (R) reagent, and subsequently converted into a masked hexayne 22. Release of the hexayne 25 was achieved by exposing 22 to sub-stoichiometric quantities of fluoride. (c) 2008 Elsevier Ltd. All rights reserved.
Original language | English |
---|---|
Pages (from-to) | 4596-4600 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 49 |
Issue number | 31 |
DOIs | |
Publication status | Published - 1 Jan 2008 |
Keywords
- tin-halogen exchange
- vinylsilanes
- oligoynes
- polyynes
- beta-elimination