Catalytic enantioselective tandem carbonyl ylide formation/1,3-dipolar cycloaddition reactions of α-diazo ketones with aromatic aldehydes using dirhodium(II) tetrakis[N-benzene-fused-phthaloyl-(S)-valinate]
Catalytic enantioselective tandem carbonyl ylide formation/1,3-dipolar cycloaddition reactions of α-diazo ketones with aromatic aldehydes using dirhodium(II) tetrakis[N-benzene-fused-phthaloyl-(S)-valinate]
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DOI：
10.1002/adsc.200600591
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发表时间：
2007-03-01
影响因子：
5.4
通讯作者：
Hashimoto, Shunichi
中科院分区：
文献类型：
--
作者：
Tsutsui, Hideyuki;Shimada, Naoyuki;Hashimoto, Shunichi
第一个成功的例子，对映选择性分子间1，3-偶极环加成的手性铑（II）催化剂相关的羰基叶立德与芳香醛偶极亲。1-重氮基-5-芳基-2，5-戊二酮与芳香醛在四[N-苯稠合邻苯二甲酰基-（S）-缬氨酸]二硼（II）催化下的串联羰基叶立德形成/环加成反应，仅提供了高达92%ee的外型环加成物。
The first successful example of the enantioselective intermolecular 1,3-dipolar cycloaddition of a chiral dirhodium(II) catalyst-associated carbonyl ylide with an aromatic aldehyde dipolarophile is described. The tandem carbonyl ylide formation/cycloaddition reactions of 1-diazo-5-aryl-2,5-pentanediones with aromatic aldehydes using dirbodium(II) tetrakis[N-benzene-fused-phthaloyl-(S)-valinate] as a catalyst provide exclusively exo cycloadducts in up to 92% ee.