HIGHLY REGIOSELECTIVE DIELS-ALDER REACTIONS OF 2-TRIMETHYLSILYLMETHYL-1,3-BUTADIENE CATALYZED BY A LEWIS ACID AND APPLICATIONS TO SYNTHESES OF TERPENES

DOI: 10.1016/S0040-4039(00)86886-0

Source and publish data:

Tetrahedron Letters p. 551 - 554 (1982)

Update date:2022-08-04

Topics:

Authors:

Hosomi, Akira

Iguchi, Hirokazu

Sasaki, Jun-ichi

Sakurai, Hideki

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Article abstract of DOI:10.1016/S0040-4039(00)86886-0

2-Trimethylsilylmethyl-1,3-butadiene undergoes highly regioselective Diels-Alder reactions with dienophiles such as acrolein and methyl vinyl ketone catalyzed by aluminium chloride in which the "para" isomers are obtained almost exclusively.The adducts are converted readily to a variety of naturally occurring mono and sesquiterpenes.

Full text of DOI:10.1016/S0040-4039(00)86886-0

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