Catalytic enantioselective intermolecular cycloaddition of 2-diazo-3,6-diketoester-derived carbonyl ylides with alkynes and styrenes using chiral dirhodium(II) carboxylates |
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| Authors: | Shimada Naoyuki Anada Masahiro Nakamura Seiichi Nambu Hisanori Tsutsui Hideyuki Hashimoto Shunichi |
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| Affiliation: | Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. |
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| Abstract: | Dirhodium(II) tetrakis[ N-tetrachlorophthaloyl-( S)- tert-leucinate], Rh 2( S-TCPTTL) 4, is an exceptionally effective catalyst for enantioselective tandem carbonyl ylide formation-cycloaddition reactions of 2-diazo-3,6-diketoesters with arylacetylene, alkoxyacetylene, and styrene dipolarophiles, providing cycloadducts in good to high yields and with enantioselectivities of up to 99% ee as well as with perfect exo diastereoselectivity for styrenes. |
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