Nucleophilic Organosilicon Intermediates Turned Electrophilic:(Trimethylsilyl)metyl, Trimethylsilyloxy and also 2-Tetrahydropyranyloxy as Terminators of Cycloadditions of Allyl Cations. A Short Route to Dehydrozizaenes (6-Methylenetricyclo1,5>-undec-9,10-enes) and Related Tr...

DOI: 10.1016/S0040-4020(01)86644-8

Source and publish data:

Tetrahedron p. 3899 - 3918 (1988)

Update date:2022-07-30

Topics:

Authors:

Hoffman, H.M.R.

Eggert, Ulrike

Gibbels, Uwe

Giesel, Kunibert

Koch, Oskar

et al. et al.

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Article abstract of DOI:10.1016/S0040-4020(01)86644-8

A range of suitable precursors were synthesized in order to contrast and use Me₃SiCH₂-, Me₃Sio- and THPO-groups as terminators in both inter- and intramolecular cycloadditions of allyl cations to cyclic 1,3-dienes.A variety of crowded bicyclic, and spirofused adducts with <3.2.1>skeletons were obtained.The compounds are of interest, e.g., in perfumery.The work contributes to the development of carbocation-induced cyclization methodology.

Full text of DOI:10.1016/S0040-4020(01)86644-8

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