Tetrahedron

Regioselective transformation of alkynes into cyclic acetals and thioacetals with a gold (I) catalyst: comparison with Brønsted acid catalysts

LL Santos, VR Ruiz, MJ Sabater, A Corma

Index: Santos, Laura L.; Ruiz, Violeta R.; Sabater, Maria J.; Corma, Avelino Tetrahedron, 2008 , vol. 64, # 34 p. 7902 - 7909

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Citation Number: 46

Abstract

Au (I) catalyzes the transformation of alkynes into cyclic acetals and thioacetals at much higher rate than Brønsted acids. The reaction appears to be general for a range of alkynes and diols or dithiols, which are efficiently transformed with high selectivities. One of the salient features of this reaction process is the high reactivity of the enol ether or enol thioether intermediates, which undergo a rapid isomerization reaction to afford the cyclic ...

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