☆ 4.8 Article

A Route to Highly Functionalized β-Enaminoesters via a Domino Ring-Opening Cyclization/Decarboxylative Tautomerization Sequence of Donor-Acceptor Cyclopropanes with Substituted Malononitriles

ORGANIC LETTERS (2014)

期刊

ORGANIC LETTERS

卷 16, 期 8, 页码 2204-2207

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AMER CHEMICAL SOC

DOI: 10.1021/ol5007218

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Chemistry, Organic

资金

UGC
IIT Kanpur, India

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Reagent

摘要

An unprecedented and domino synthetic strategy for the synthesis of highly functionalized carbocyclic beta-enaminoesters bearing an all-carbon quaternary center via Yb(OTf)(3)-catalyzed ring-opening cyclization/decarboxylative tautomerization of donor acceptor cyclopropanes with 2-alkyl malononitriles in excellent yields is described: The products are obtained as a single diastereomer in most cases where the nitrile and aryl groups are aligning in a cis orientation across the ring.

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