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. 2014 Dec 8;20(50):16478-83.
doi: 10.1002/chem.201404354. Epub 2014 Oct 28.

Highly enantioselective ring-opening reactions of aziridines with indole and its application in the building of C3-halogenated pyrroloindolines

Dongxu Yang  1 , Linqing Wang, Fengxia Han, Dan Li, Depeng Zhao, Yiming Cao, Yunxia Ma, Weidong Kong, Quantao Sun, Rui Wang
Affiliations

Highly enantioselective ring-opening reactions of aziridines with indole and its application in the building of C3-halogenated pyrroloindolines

Dongxu Yang et al. Chemistry. .

Abstract

A magnesium-catalyzed asymmetric ring-opening reaction of aziridine with indole has been realized by employing commercially available chiral ligands. Both of the enantiomers of the ring-opening product could be obtained with good yields and a high level of enantioselectivity. The corresponding ring-opening product could be further transformed to various types of enantioenriched C3 -halogenated-pyrroloindolines.

Keywords: asymmetric synthesis; cyclization; magnesium; ring-opening reactions.

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