656235-65-3Relevant articles and documents
Highly Diastereoselective Synthesis of Manoyl Oxide Derivatives by TiCl4-Catalyzed Nucleophilic Cleavage of Ambracetal Derivatives
Barrero,Alvarez-Manzaneda Roldán,Romera Santiago,Chahboun
, p. 2313 - 2316 (2003)
The treatment of acetal 11 with KCN and AlCNEt2 in the presence of TiCl4 produces in high diastereoselectivity 2-cyanooxane 14, which can be easily converted into manoyl oxide derivatives. Using this strategy, 19-hydroxymanoyl oxide 20, diterpene from P. viscosum, was prepared from communic acids 7a-c after an 8-steps sequence in a 17% overall yield.