CHEMISTRY OF THE ORGANOSILICON COMPOUNDS-165 2-TRIMETHYLSILYL-METHYL-1, 3-BUTADIENE-A VERSATILE BUILDING BLOCK FOR TERPENE SYNTHESIS

DOI: 10.1016/S0040-4020(01)88587-2

Source and publish data:

Tetrahedron p. 883 - 894 (1983)

Update date:2022-08-05

Topics:

Authors:

Sakurai, Hideki

Hosomi, Akira

Saito, Masaki

Sasaki, Koshi

Iguchi, Hirokazu

et al. et al.

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Article abstract of DOI:10.1016/S0040-4020(01)88587-2

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.

Full text of DOI:10.1016/S0040-4020(01)88587-2

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