Subscribe to RSS
Stereocontrolled Synthesis of a Trihydroxylated Indolizidine Alkaloid, 1-Deoxycastanospermine
31 December 2000 (online)
An efficient and novel process is described for the asymmetric synthesis of (6S,7R,8R,8aR)-6,7,8-trihydroxyindolizidine alkaloid, 1-deoxycastanospermine in 22% overall yield based on the C2-imide featuring the completely stereoselective reduction of an α-hydroxypyrrolidine intermediate elaborated through asymmetric deoxygenation of a quaternary α-hydroxylactam.
indolizidine alkaloid - 1-deoxycastanospermine - deoxygenation - α-hydroxypyrrolidine - C2-imide