Conformational control on remote stereochemistry in the intramolecular Pauson-Khand reactions of enynes tethered to homoallyl and homopropargyl alcohols

Sezer S., Ozdemirhan D., Sahin E., Tanyeli C.

TETRAHEDRON-ASYMMETRY, cilt.17, sa.21, ss.2981-2986, 2006 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 17 Konu: 21
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1016/j.tetasy.2006.11.012
  • Sayfa Sayıları: ss.2981-2986


An intramolecular Pauson-Khand reaction of enynes derived from homoallyl and homopropargyl alcohols is described. 2-Furyl substituted homoallyl and homopropargyl alcohols are easily and efficiently resolved through enzymatic resolution in a high ee (93-99%) with a known stereochemistry. Each enantiomerically enriched enyne affords the conformationally most stable diastereomeric cyclopenta[c]pyran ring system. (c) 2006 Elsevier Ltd. All rights reserved.