Catalytic enantioselective intermolecular cycloaddition of 2-diazo-3,6-diketoester-derived carbonyl ylides with alkynes and styrenes using chiral dirhodium(II) carboxylates
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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DOI：
10.1021/ol8013733
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发表时间：
2008-08-21
期刊：
影响因子：
5.2
通讯作者：
Hashimoto, Shunichi
中科院分区：
文献类型：
--
作者：
Shimada, Naoyuki;Anada, Masahiro;Hashimoto, Shunichi
四[N-四氯邻苯二甲酰-（S）-叔亮氨酸]二铑（II），Rh-2（S-TCPTTL）（4）是2-重氮-3，6-二酮酯与芳基乙炔、烷氧基乙炔和苯乙烯亲偶极试剂的对映选择性串联羰基叶立德形成-环加成反应的特别有效的催化剂，以良好到高的产率提供环加合物，对映选择性高达99%ee，以及对苯乙烯具有完美的外对映选择性。
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.