4.7 Article

Organocatalyzed asymmetric vinylogous Michael addition of alpha,beta-unsaturated gamma-butyrolactam

期刊

CHEMICAL COMMUNICATIONS
卷 49, 期 81, 页码 9329-9331

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc44059a

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资金

  1. National Natural Science Foundation of China [91213302, 20932003, 21272102]
  2. Ministry of Science and Technology of China [2012ZX09504001-003]
  3. Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT: IRT1137]

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Highly efficient asymmetric vinylogous 1,6-Michael addition of alpha,beta-unsaturated gamma-butyrolactam to 3-methyl-4-nitro-5-alkenyl-isoxazoles and Michael addition to trichloromethyl ketones by using a chiral quinine-derived squaramide organocatalyst were described, giving products with high diastereo- and enantioselectivities (up to >25 : 1 dr and 96% ee).

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