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High enantioselectivities (94–96% ee) were obtained for the inverse electron-demand 1,3-dipolar cycloadditions between cyclohexyl vinyl ether and 2-benzopyrylium-4-olate generated via Rh 2 (OAc) 4 -catalyzed decomposition of o-methoxycarbonyl-α-diazoacetophenone. The reactions were effectively catalyzed by Eu(OTf) 3 , Ho(OTf) 3 , or Gd(OTf) 3 complexes (10mol%)...
Highly enantioselective (96% ee) and endo-selective (>99:1) cycloaddition reactions were observed between carbonyl ylides, generated from o-(p-bromobenzyloxy)carbonyl-α-diazoacetophenone, and 3-crotonoyl-2-oxazolidinone using (4S,5S)-Pybox-4,5-Ph 2 -Yb(OTf) 3 (20mol%) as the chiral Lewis acid catalyst. In contrast, high exo-selectivity (exo/endo=82:18; 96% ee, exo) was observed...
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