Collect. Czech. Chem. Commun. 1995, 60, 521-526

Synthesis and Allylic Oxidation of 2,3-Dehydro-9β-benzoyloxy-β-agarofuran

Xin Chen, Fajun Nan, Zhaoming Xiong, Sichang Shao, Tongshuang Li and Yulin li

State Key Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China


2,3-Dehydro-9β-benzoyloxy-β-agarofuran (VI), possible precursor of (+/-)-triptogelin G-2 (I), has been synthesized through a twelve-step procedure, allylic oxidation of which with various oxidative reagents has also been investigated, and three unusual oxidized products, ketoaldehyde X, peroxide XI, and ketone XII, were isolated.