123237-58-1Relevant academic research and scientific papers
Stereoselective Reduction of Bicyclic Ketals. A New, Enantioselective Synthesis of Isolaurepinnacin and Lauthisan Skeletons
Kotsuki, Hiyoshizo,Ushio, Yasuyuki,Kadota, Isao,Ochi, Masamitsu
, p. 5153 - 5161 (2007/10/02)
A general synthetic strategy for constructing seven- and eight-membered cyclic ether derivatives is described.The important feature of this work is a highly stereoselective reduction of bicyclic ketals, i.e., cis-selective reduction with triethylsilane/TiCl4 and trans-selective reduction with diisobutylaluminum hydride (DIBAL).The procedure completed a new and efficient synthesis of isolaurepinnacin and lauthisan skeletons in optically active forms.
