Stereoselective synthesis of (+)-goniothalesdiol.
Stereoselective synthesis of antitumor tetrahydrofuran (+)-goniothalesdiol was achieved in high overall yield from (-)-D-tartaric acid. Key features include an FeCl3 mediated THF formation with very high selectivity. Synthesis of natural gonithalesdiol and its analogue 2,5-bis-epi-goniothalesdiol was achieved from a common intermediate.
Prasad
Kavirayani R
KR
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India. prasad@orgchem.iisc.ernet.in
Gholap
Shivajirao L
SL
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D005663:Furans / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; C512388:goniothalesdiol