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Keywords:

  • allylation;
  • asymmetric synthesis;
  • diastereoselectivity;
  • diols;
  • iridium
Thumbnail image of graphical abstract

Turning the diols: Enantiomerically pure bifunctional reagents I and ent-I undergo asymmetric aldehyde allylation followed by IrI-catalyzed enantioselective decarboxylative allylic etherification to give differentiated syn- and anti-1,3-diols with complete control of the absolute and relative stereochemistry (see scheme; PMP=para-methoxyphenyl, dbcot=dibenzo[a,e]cyclooctatetraene, DBU=1,8-diazabicyclo[5.4.0]undec-7-ene).