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Literature DB >> 26243009

One-pot synthesis of GABA amides via the nucleophilic addition of amines to 3,3-disubstituted cyclopropenes.

Vladimir A Maslivetc¹, Marina Rubina, Michael Rubin.

Abstract

A one-pot synthesis of various GABA amides has been demostrated, employing the nucleophilic addition of primary and secondary amines across the double bond of cyclopropene-3-carboxamides, followed by ring-opening of the resulting donor-acceptor cyclopropanes and subsequent in situ reduction of enamine (imine) intermediates.

Entities: Chemical Disease Species

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Year: 2015 PMID： 26243009 PMCID： PMC4749319 DOI： 10.1039/c5ob01462j

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

27 in total

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5. Construction of 2-Pyrone Skeleton via Domino Sequence between 2-Acyl-1-Chlorocyclopropanecarboxylate and Amines.

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7. Carbocycles from donor-acceptor cyclopropanes.

Authors: Huck K Grover; Michael R Emmett; Michael A Kerr
Journal: Org Biomol Chem Date: 2015-01-21 Impact factor: 3.876

8. Diastereoselectivity control in formal nucleophilic substitution of bromocyclopropanes with oxygen- and sulfur-based nucleophiles.

Authors: Joseph E Banning; Anthony R Prosser; Bassam K Alnasleh; Jason Smarker; Marina Rubina; Michael Rubin
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Review 9. Phenibut (beta-phenyl-GABA): a tranquilizer and nootropic drug.

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10. Dual control of the selectivity in the formal nucleophilic substitution of bromocyclopropanes en route to densely functionalized, chirally rich cyclopropyl derivatives.

Authors: Pavel Ryabchuk; Andrew Edwards; Nikolay Gerasimchuk; Marina Rubina; Michael Rubin
Journal: Org Lett Date: 2013-11-21 Impact factor: 6.005

4 in total

4. Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo- trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates.

Authors: Vladimir A Maslivetc; Liliya V Frolova; Snezna Rogelj; Anna A Maslivetc; Marina Rubina; Michael Rubin
Journal: J Org Chem Date: 2018-10-30 Impact factor: 4.354