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Access to Enantioenriched Spiro-ε-Lactam Oxindoles via an N-Heterocyclic Carbene-Catalyzed 4+3 Annulation of Flexible Oxotryptamines with Enals.

08:00 EDT 12th July 2019 | BioPortfolio

Summary of "Access to Enantioenriched Spiro-ε-Lactam Oxindoles via an N-Heterocyclic Carbene-Catalyzed 4+3 Annulation of Flexible Oxotryptamines with Enals."

Oxotryptamines were firstly used as flexible four-atom synthons in an NHC-catalyzed formal [4+3] annulation, providing a novel enantioselective method to access structurally diverse spiro-ε-lactam oxindoles with excellent enantioselectivities. This metal-free reaction features a broad substrate scope, excellent functional-group tolerance and proceeds under mild reaction conditions. Importantly, enantiopure privileged hexahydropyrroloindoles could be easily constructed via an one-pot process from the resulting spiro-ε-Lactam oxindoles.

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This article was published in the following journal.

Name: Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
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