Organometallics p. 1197 - 1201 (1986)
Update date:2022-07-31
Topics:
Inoue, Sumie
Sato, Yoshiro
For a comparison of the chemical behavior of organosilicon and organogermanium compounds, bis-(trimethylsilyl)acetonitrile (3), (trimethylgermyl)(trimethylsilyl)acetonitrile (4), and bis(trimethyl-germyl)acetonitrile (5) were synthesized, and a Peterson type reaction was performed with them and a variety of aldehydes (12). High yields of 2-(trimethylsilyl)-2-alkenenitriles (15) from 3 and 2-(trimethylgermyl)-2-alkenenitriles (20) from 4 and 5 were obtained. High stereoselectivity giving E isomers was observed in the reaction of 3 and 5. The key intermediate in the reaction is also discussed.
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Doi:10.1021/ja01519a066
(1959)Doi:10.1021/ja01325a018
(1934)Doi:10.1021/jo01105a031
(1958)Doi:10.1021/ja01587a018
(1956)Doi:10.1016/0040-6031(94)02242-G
(1995)Doi:10.1016/j.tetlet.2009.02.008
(2009)
