Tetrahedron p. 1079 - 1088 (1989)
Update date:2022-08-11
Topics:
Andrianome, M.
Haeberle, K.
Delmond, B.
Terpenic allyl- and benzylstannanes are easily prepared from unsaturated terpene hydrocarbons by metallation followed by quenching with trialkyltin chloride.An isomerization of unsaturated terpenes via allyltin compounds is reported, by which (+)-α-pinene has been converted into (+)-β-pinene.A regioselective acylation of allyl- and benzylstannanes are realized by a rhodium-catalyzed coupling with acyl halides.Mono- and sesquiterpenoid ketones which play an important role in the fragrance industry can be obtained.Hydroxylation and oxidation of terpene hydrocarbons via allyl- and benzylstannanes are also reported.
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