Cyclization of nonterminal alkynic beta-keto esters catalyzed by gold(I) complex with a semihollow, end-capped triethynylphosphine ligand |
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Authors: | Ito Hideto Makida Yusuke Ochida Atsuko Ohmiya Hirohisa Sawamura Masaya |
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Affiliation: | Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan. |
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Abstract: | A cationic gold(I) complex with a semihollow-shaped trialkynylphosphine catalyzed 5-exo-dig and 6-endo-dig cyclizations of various internal alkynic beta-keto esters, showing a marked advantage over a gold(I)-PPh3 complex with respect to the rates of the reactions and the product yields. It is proposed that the gold-bound alkynic substrate in a catalytic pocket must be somewhat folded and that such a steric effect makes the carbon-carbon bond formation entropically more favorable. |
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