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A new synthesis of cytotoxic (+)‐7‐epi‐Goniofufurone
Author(s) -
Min Yang,
HongMing Li,
Gang Zhao,
QingSen Yu,
Yu Ding
Publication year - 2000
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20000180217
Subject(s) - chemistry , cytotoxic t cell , ring (chemistry) , derivative (finance) , stereochemistry , closure (psychology) , combinatorial chemistry , medicinal chemistry , organic chemistry , biochemistry , in vitro , market economy , economics , financial economics
Cytotoxic styryl lactone, ( + )‐7‐epi‐Goniofufurone (1), has been prepared with a new route from 3‐ O ‐benzyl‐1, 2‐ O ‐isopropylidene‐5‐ C ‐phenyl‐β‐ L ‐ido‐pentofuranose (6), a derivative of (+)‐glucose. Treatment of 14 with HCl solution cleaved TBDMS and isopropylidene and simultaneously caused ring closure to afford 1 while treatment of 14 with Sc(OTf) 3 only removed TBDMS to give 15.