Tetrahedron p. 883 - 894 (1983)
Update date:2022-08-05
Topics:
Sakurai, Hideki
Hosomi, Akira
Saito, Masaki
Sasaki, Koshi
Iguchi, Hirokazu
et al.
Two types of synthetically useful reactions of 2-trimethylsilylmethyl-1,3-butadiene (7) are discussed.Reactions of 7 with acid chlorides, aldehydes, ketones and acetals activated by a Lewis acid give isoprenylated compounds, while 7 undergoes the Diels-Alder reaction whit dienophiles.High regiospecificity of the reaction qualifies 7 for a versatile building block of terpene synthesis.
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