A highly diastereoselective five-component synthesis of 1-(alkylimino)-5,5-dicyano-3a-aryloctahydro-3-oxacyclobuta[cd]pen talene-1a,2,5a,5b(2H,3aH)-tetracarboxylates

作者：Adib, Mehdi^*; Sheikhi, Ehsan; Haghshenas, Pouyan; Rajai-Daryasarei, Saideh; Bijanzadeh, Hamid Reza; Zhu, Long-Guan

来源：Tetrahedron Letters, 2014, 55(36): 4983-4986.

DOI：10.1016/j.tetlet.2014.07.007

• Isocyanides
• Dialkyl acetylenedicarboxylates
• Phenacyl bromides
• Multicomponent reactions
• 3-Oxacyclobuta[cd]pentalenes
• Diastereoselective synthesis

A novel one-pot, five-component synthesis of 1-(alkylimino)-5,5-dicyano-3a-aryloctahydro-3-oxacyclobuta[cd]pentalene-1a,2,5a,5b(2H,3aH)-tetracarboxylates is described. A mixture of phenacyl bromide, malononitrile, isocyanide, and two equivalents of a dialkyl acetylenedicarboxylate undergoes a novel 1:1:1:2 addition reaction at ambient temperature in absolute ethanol to produce diastereoselectively the title compounds in good yields.

• 出版日期2014-9-3
• 单位浙江大学