Title of article :
Stereocontrolled total synthesis of (±)-3β-hydroxy-9β-pimara-7,15-diene, a putative biosynthetic intermediate of momilactones
Author/Authors :
Yajima، نويسنده , , Arata and Toda، نويسنده , , Kou and Okada، نويسنده , , Kazunori and Yamane، نويسنده , , Hisakazu and Yamamoto، نويسنده , , Masamichi and Hasegawa، نويسنده , , Morifumi and Katsuta، نويسنده , , Ryo and Nukada، نويسنده , , Tomoo، نويسنده ,
Abstract :
The total synthesis of (±)-3β-hydroxy-9β-pimara-7,15-diene (1), a putative biosynthetic intermediate of the momilactones, was accomplished stereoselectively. Our methodology for the synthesis of 1 featured the stereoselective construction of the C-13 quaternary carbon center via the aldol-Tishchenko reaction. 3β-Hydroxy-9β-pimara-7,15-diene (1) was identified by full-scan GC–MS analysis as an endogenous compound in elicited rice cells.
Keywords :
total synthesis , phytoalexin , Diterpenoid , Momilactone , Biosynthesis