参考标题:Silver(I)-Catalyzed Aminocyclization Of 2,3-Butadienyl And 3,4-Pentadienyl Carbamates: An Efficient And Stereoselective Synthesis Of 4-Vinyl-2-Oxazolidinones And 4-Vinyltetrahydro-2H-1,3-Oxazin-2-Ones 作者:Masanari Kimura,Shuji Tanaka,Yoshinao Tamaru |发布日期:1995.6 摘要:Silver(I) Salts In Combination With An Appropriate Base (Mostly Triethylamine) Catalyzed The Aminocyclization Of N-Substituted 2,3-Butadienyl Carbamates 1 (Benzene, 50 °C) To Provide 4-Vinyl-2-Oxazolidinones 2 In Good Yields. The Stereoselectivity (Trans-2/cis-2) Ranged From 1.4 For C5-Me To >30 For C5-Phenyl, Isopropenyl, And T-Butyl Derivatives. 3,4-Pentadienyl Tosylcarbamates 3, The One-Carbon Higher Homologues Of 1, Underwent A Similar Cyclization To Give 4-Vinyltetrahydro-2H-1,3-Oxazin-2-One 4 In Synthetically Useful Yields And In Higher Trans Selectivities Than 1.