Tetrahedron letters
Free radical rearrangement of alkenyl epoxy silanes. Isolation of α-trimethylsilyl aldehydes
J Robertson, JN Burrows
Index: Robertson, Jeremy; Burrows, Jeremy N. Tetrahedron Letters, 1994 , vol. 35, # 22 p. 3777 - 3780
Full Text: HTML
Citation Number: 34
Abstract
Abstract The thiyl-radical induced fragmentation of alkenyl epoxy silanes has been found to afford α-trimethylsilyl aldehydes as the immediate products. These may be isolated, rearranged to trimethylsilyl dienol ethers, or converted to 1, 3-dienes with high stereoselectivity.
Related Articles:
[Koester,R. et al. Justus Liebigs Annalen der Chemie, 1968 , vol. 720, p. 32 - 57]
[Buono, Gerard; Peiffer, Gilbert; Mortreux, Andre; Petit, Francis Journal of the Chemical Society, Chemical Communications, 1980 , # 20 p. 937 - 939]