, 13 C NMR (75 MHz, CDCl 3 ): diastereomer OH ax : 170: this product was synthesized starting from 4d (R = Ts, 56 mg, 0.2 mmol) by adapting the above procedure. After addition of DBU, the reaction mixture was heated at 60 °C for 6 hours to afford 11d as a 1:1 mixture of diastereomers as a viscous liquid (33 mg, 1H), 2.64 (dd, J = 7.1, 5.2 Hz, 1H) diastereomer OH eq : 10.24 (s, NH), 8.18-8.12 (m, 1H), 8.09 (d, J = 8.4 Hz, 1H), 7.87 (d, J = 7.8 Hz, 1H), 7.67 (d, J = 8.2 Hz, 1H). MS (ES + ): m/z [(M+Na) + ] 332; HRMS (ES+): m/z calcd for 49%). Rf (EA/CH 2 Cl 2, pp.18-26
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, For recent reviews For examples of N-heterocyclic carbene-catalyzed enolization and Michael additions, see, Chem. Rev, vol.2013, issue.11310, p.525, 2012.
, (12) HPLC analysis of the corresponding hemiaminal 10d, after oxidation, showed that it was obtained with 84:1 er, J. Org. Chem, vol.1, issue.74, p.415, 2009.