Helvetica chimica acta

Total Synthesis of (−)??Lithospermoside

D Josien??Lefebvre, C Le Drian

文献索引：Josien-Lefebvre, Delphine; Le Drian, Claude Helvetica Chimica Acta, 2003 , vol. 86, # 3 p. 661 - 672

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被引用次数: 4

摘要

Abstract The total synthesis of the naturally occurring noncyanogenic cyanoglucoside (−)- lithospermoside (1) was achieved starting from optically pure oxatrinorbornenone (+)-2 in 12 steps and 10% overall yield. The key step of the synthesis, the glycosidation, turned out to be very sensitive to steric hindrance, and we had, therefore, to optimize the choice of the protection used for the two other OH functions of the aglycone. Finally, the desired β-D- ...