Highly enantio- and diastereoselective construction of 1,2-disubstituted cyclopentane compounds by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate]-catalyzed C-H insertion reactions of α-diazo esters

被引:83
作者
Minami, K [1 ]
Saito, H [1 ]
Tsutsui, H [1 ]
Nambu, H [1 ]
Anada, M [1 ]
Hashimoto, S [1 ]
机构
[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
关键词
asymmetric catalysis; C-C bond formation; C-H insertion; chiral dirhodium(II) carboxylates; cyclization; alpha-diazo esters;
D O I
10.1002/adsc.200505201
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly enantio- and diastereoselective intramolecular C-H insertion reaction of alpha-diazo esters has been achieved with the use of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] as a catalyst, providing exclusively cis-2-arylcyclopentane-1 -carboxylates in up to 95% ee with no evidence of alkene formation.
引用
收藏
页码:1483 / 1487
页数:5
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