Tetrahedron

(E)-Cycloalkenes and (E, E)-cycloalkadienes by ring closing diyne-or enyne–yne metathesis/semi-reduction

F Lacombe, K Radkowski, G Seidel, A Fürstner

Index: Lacombe, Fabrice; Radkowski, Karin; Seidel, Guenter; Fuerstner, Alois Tetrahedron, 2004 , vol. 60, # 34 p. 7315 - 7324

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Citation Number: 100

Abstract

A concise, practical and stereoselective entry into macrocyclic (E)-alkenes is outlined comprising a sequence of ring closing alkyne metathesis (RCAM), trans-selective hydrosilylation of the resulting cycloalkynes catalyzed by [Cp∗ Ru (MeCN) 3] PF6, and a protodesilylation of the ensuing vinylsilanes with AgF in aq. THF/MeOH. Moreover, the first examples of intramolecular enyne–yne metathesis reactions catalyzed by the Schrock ...

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