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Updated: May 7, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
1,10,10-Trimethyl-5-phenyl-3-oxa-4-aza-tri-cyclo-[5.2.1.0(2,6)]dec-4-en-2-ol
Brahim Boualy1, Mohamed Anouar Harrad, Abdelghani Oudahmane
1Laboratoire de Chimie de Coordination, Faculté des Sciences-Semlalia, BP 2390, 40001 Marrakech, Morocco.
Abstract:
The title compound, C17H21NO2, was synthesized by the reaction of (1R)-(+)-3-benzyl-camphor and hydroxyl-amine. The oxazole ring makes a dihedral angle of 23.42 (16)° with the phenyl ring. The six-membered ring of the norboryl group adopts a boat conformation, whereas each of the five-membered rings of the norboryl group displays a flattened envelope conformation, with the C atom carrying the methyl groups representing the flap for both rings. In the crystal, mol-ecules are linked into zigzag chains propagating along the b axis by O-H⋯N hydrogen bonds.
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