PtBr2-Catalyzed Consecutive Enyne Metathesis−Aromatization of 1-(1-Methoxy-but-3-enyl)-2-(1-alkynyl)benzenes: Dual Role of the Pt Catalyst
摘要:
1,7-Enynes 1, connected through an aromatic ring and bearing a leaving methoxy group at the 4-position, underwent the PtBr2-catalyzed enyne metathesis followed by aromatization in one pot to afford vinyl naphthalenes 3 in good to acceptable yields. The cyclobutene intermediate 11a and another intermediate 2a were isolated, indicating that PtBr2 acts as a dual role catalyst: (1) as a transition metal catalyst, it induces the eryne metathesis to produce 11a starting from 1a, and (2) as a Lewis acid catalyst, it facilitates elimination of MeOH from 2a to give the aromatized product 3a.
Direct preparation of substituted olefins from epoxides utilizing lithium tetraalkylcerate
作者:Yutaka Ukaji、Tamotsu Fujisawa
DOI:10.1016/s0040-4039(00)80709-1
日期:1988.1
Alkylated olefins were directly synthesized in good yields by the deoxygenation reaction of epoxides with concomitant introduction of the alkyl group using lithium tetraalkylcerate. Styreneoxide and (1-naphthyl)ethyleneoxide gave terminal olefins, while ethyleneoxide replaced by aliphatic substituent, 1,2-epoxy-4-phenyl butane, afforded internal olefin. The utility of the present method was demonstrated