Aluminum triflate catalyzed tandem reactions of D-galactal: toward chiral benzopyrans, chromenes, and chromans.

@article{Simelane2014AluminumTC,
  title={Aluminum triflate catalyzed tandem reactions of D-galactal: toward chiral benzopyrans, chromenes, and chromans.},
  author={Sandile B Simelane and Henok Hadgu Kinfe and Alfred Muller and D Bradley G Williams},
  journal={Organic letters},
  year={2014},
  volume={16 17},
  pages={4543-5}
}
3,4,6-Tri-O-acetyl-D-galactal is selectively converted into 1-O-aryl-2-deoxy derivatives or chiral bridged benzopyrans under Al(OTf)3 catalysis, depending on reaction conditions. The benzopyrans react with Al(OTf)3/acetic anhydride in ring-opening reactions in the absence or presence of acetic acid to selectively produce chiral chromenes or chromans… CONTINUE READING