Issue 24, 2014

The asymmetric Cu(ii)–indolinylmethanol complex catalyzed Diels–Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters: an efficient route to functionalized tetrahydrocarbazoles

Abstract

An efficient asymmetric Diels–Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in high yields (up to 96%) with good stereoselectivities (ee up to 95%, dr up to >99 : 1).

Graphical abstract: The asymmetric Cu(ii)–indolinylmethanol complex catalyzed Diels–Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters: an efficient route to functionalized tetrahydrocarbazoles

Supplementary files

Article information

Article type
Paper
Submitted
25 Jan 2014
Accepted
04 Apr 2014
First published
04 Apr 2014

Org. Biomol. Chem., 2014,12, 4172-4176

Author version available

The asymmetric Cu(II)–indolinylmethanol complex catalyzed Diels–Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters: an efficient route to functionalized tetrahydrocarbazoles

B. Ouyang, T. Yu, R. Luo and G. Lu, Org. Biomol. Chem., 2014, 12, 4172 DOI: 10.1039/C4OB00196F

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