A novel tandem ene/Prins cyclization for the synthesis of octahydropyrano[2,3-c]pyrrole derivatives

作者：Reddy B V Subba^*; Anjum S Rehana; Reddy G Madhusudhan; Yadav J S

来源：Tetrahedron Letters, 2012, 53(14): 1790-1793.

DOI：10.1016/j.tetlet.2012.01.117

• Tandem reactions
• ene/Prins cyclization
• cis-fused heterocycles
• Scandium(III) triflate

A tandem ene/Prins cyclization of olefin tethered aldehyde with an aldehyde has been accomplished using 5 mol % scandium triflate at ambient temperature to afford a novel series of cis-fused octahydropyrano[2,3-c]pyrrole derivatives in good yields with high selectivity. This is the first report on a tandem cyclization of 4-methyl-N-(3-methylbut-2-enyl)-N-(2-oxoethyl)benzenesulfonamide with aldehydes.

• 出版日期2012-4-4