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2005
Cycloaddition reactions
O 0070
Ruthenium-Catalyzed Formal [4 + 2] Cycloaddition of Alkynes with Alkenes:
of Cyclohexenedicarboxylates via Isomerization of Alkynes and Suc04- 036 Formation
cessive Diels—Alder Reaction. — The novel type of ruthenium-catalyzed formal
[4 + 2] cycloaddition of alkynes with alkenes consists of two steps involving the
isomerization of an alkyne to conjugated dienes and successive Diels—Alder reaction
of generated dienes with an electron-deficient alkene. Several alkynes are employed as
substrates giving a mixture of three isomers. Only for 3-hexyne, the cycloaddition proceeds regioselectively and (VII) is isolated as the sole product. — (SHIOTSUKI, M.;
URA, Y.; ITO, T.; WADA, K.; KONDO, T.; MITSUDO*, T.-A.; J. Organomet.
Chem. 689 (2004) 20, 3168-3172; Dep. Energy Hydrocarbon Chem., Grad. Sch. Eng.,
Kyoto Univ., Nishiyo, Kyoto 615, Japan; Eng.) — S. Adam
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