Tetrahedron letters

Ruthenium-catalyzed selective anti-Markovnikov trans addition of carboxylic acids and tail-to-tail dimerization of terminal alkynes

K Melis, P Samulkiewicz, J Rynkowski, F Verpoort

Index: Melis, Karen; Samulkiewicz, Pawel; Rynkowski, Jacek; Verpoort, Francis Tetrahedron Letters, 2002 , vol. 43, # 15 p. 2713 - 2716

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Citation Number: 58

Abstract

Carboxylic acids react with terminal alkynes in the presence of a catalytic amount of RuClx (p-cymene)(triazol-5-ylidene) to selective generate Z-alk-1-en-1-yl esters. The anti- Markovnikov and trans addition on the terminal alkyne gives access to Z-alkene derivatives of phenylacetylene, t-butylacetylene, 1-octyne, 4-pentynoic acid and 1, 7-octadiyne. The dimerization of terminal alkynes catalyzed with the same Ru-complex gives preferentially ...

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