Ghorai, Manas K. ; Talukdar, Ranadeep ; Tiwari, Deo Prakash (2014) 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, 16 (8). pp. 2204-2207. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/ol5007218
Related URL: http://dx.doi.org/10.1021/ol5007218
Abstract
An unprecedented and domino synthetic strategy for the synthesis of highly functionalized carbocyclic β-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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| Keywords: | Hydrocarbons; Tautomerization; Organic Reactions; Cyclization; Substitution Reactions. |
| ID Code: | 117271 |
| Deposited On: | 15 Apr 2021 10:55 |
| Last Modified: | 15 Apr 2021 10:55 |
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