An unusual regioselectivity in the Pd-catalyzed cross coupling of alkynes. A correction

Palladium catalyzed additions of terminal alkynes to alkynoates can lead from preferential to exclusive CC bond formation at the α-carbon and, in the case of ethyl 3-dimethylphenylsilylpropiolate, complete selectivity for α-attack, an unprecedented regioselectivity that requires revision of the ear...

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 23; pp. 3775 - 3778
Main Authors Trost, Barry M, Gunzner, Janet L, Yasukata, Tatsuro
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 04.06.2001
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ROUTE
ALPHA,BETA-UNSATURATED KETONES
FURANS
TERMINAL ALKYNES
CONVENIENT
1,4-ADDITION
CONJUGATE ADDITION
TOSYLATES
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Summary:Palladium catalyzed additions of terminal alkynes to alkynoates can lead from preferential to exclusive CC bond formation at the α-carbon and, in the case of ethyl 3-dimethylphenylsilylpropiolate, complete selectivity for α-attack, an unprecedented regioselectivity that requires revision of the earlier assignment of regioselectivity. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00596-2