Enantiocontrol in tandem allylic sulfonium ylide generation and [2,3] sigmatropic rearrangement catalyzed by chiral dirhodium(II) complexes

被引：0
|
作者：
Kitagaki, S [1 ]
Yanamoto, Y [1 ]
Okubo, H [1 ]
Nakajima, M [1 ]
Hashimoto, S [1 ]
机构：
[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
来源：
HETEROCYCLES | 2001年 / 54卷 / 02期
关键词：
rhodium(II) carbene intermediate; diazoacetate; allylic sulfide;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Tandem sulfonium ylide formation and [2,3] sigmatropic rearrangement sequence from allylic sulfides and diazoacetates has been effected by using dirhodium(II) tetrakis [3(S)-phthalimido-2-piperidinonate], Rh-2(S-PTPI)(4), as a chiral catalyst, displaying enantioselectivities of up to 58%. It has been demonstrated that the [2,3] sigmatropic rearrangement proceeds through chiral, nonracemic free sulfonium ylides dissociated from the dirhodium(II) complex.
引用
收藏
页码：623 / +
页数：7
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