853750-49-9Relevant academic research and scientific papers
First enantioselective synthesis of (-)- And (+)-virgatusin, tetra-substituted tetrahydrofuran lignan
Yamauchi, Satoshi,Okazaki, Momotoshi,Akiyama, Koichi,Sugahara, Takuya,Kishida, Taro,Kashiwagi, Takehiro
, p. 1670 - 1675 (2007/10/03)
The first highly enantioselective syntheses of tetra-substituted tetrahydrofuran lignan, (-)- and (+)-virgatusin, were achieved. Hemiacetal 15 was stereoselectively obtained from Evans's syn-aldol product 8 as a single isomer. This hemiacetal 15 was converted to (-)-virgatusin via hydrogenolysis. (+)-Virgatusin was also synthesized through the same process. The enantiomeric excess of the both enantiomers was determined as more than 99% ee. The Royal Society of Chemistry 2005.
