Enantioselective conjugate additions of aldoximes to 3-crotonoyl-2-oxazolidinone and 1-crotonoyl-3-phenyl-2-imidazolidinone catalyzed by the aqua complex between R , R -DBFOX/Ph and zinc(II) perchlorate

Author:

Nakama Kimitaka,Seki Sumito,Kanemasa Shuji

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference8 articles.

1. A new synthetic access to N-alkylated nitrones through Lewis acid-catalyzed conjugate additions of aldoximes

2. Lewis acid-catalyzed enantioselective conjugate additions of nitrogen nucleophiles: (a) Falborg, L.; Jørgensen, K. A. J. Chem. Soc., Perkin Trans. 11996, 2823–2826; (b) Sibi, M. P.; Shay, J. J.; Liu, M.; Jasperse, C. P. J. Am. Chem. Soc. 1998, 120, 6615–6616; (c) Myers, J. K.; Jason, K. M.; Jacobsen, E. N. J. Am. Chem. Soc. 1999, 121, 8959–8960.

3. Lewis acid-catalyzed enantioselective conjugate additions of sulfur nucleophiles: (a) Hiemstra, H.; Wynberg, H. J. Am. Chem. Soc.1981, 103, 417–430; (b) Suzuki, K.; Ikegawa, A.; Mukaiyama, T. Bull. Chem. Soc. Jpn.1982, 55, 3277–3282; (c) Yamashita, H.; Mukaiyama, T. Chem. Lett.1985, 363–366; (d) Nishimura, K.; Ono, M.; Nagaoka, Y.; Tomioka, K. J. Am. Chem. Soc.1997, 119, 12974–12975; (e) Emori, E.; Arai, T.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc.1998, 120, 4043–4044; (f) Kanemasa, S.; Oderaotoshi, Y.; Wada, E. J. Am. Chem. Soc.1999, 121, 8675–8676.

4. Cationic Aqua Complexes of the C2-Symmetric trans-Chelating Ligand (R,R)-4,6-Dibenzofurandiyl-2,2‘-bis(4- phenyloxazoline). Absolute Chiral Induction in Diels−Alder Reactions Catalyzed by Water-Tolerant Enantiopure Lewis Acids

5. Transition-Metal Aqua Complexes of 4,6-Dibenzofurandiyl-2,2‘-bis(4-phenyloxazoline). Effective Catalysis in Diels−Alder Reactions Showing Excellent Enantioselectivity, Extreme Chiral Amplification, and High Tolerance to Water, Alcohols, Amines, and Acids

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