To provide a total synthetic method for Kazusamycin A having antitumor activity.
The first compound represented by formula A (wherein R1 is an alkyl substituted with aromatic ring group and is represented by ArRxRyC, Ar is an aromatic ring, Rx and Ry are each same or different from each other and is an alkyl or H, R2 is high bulky silyl and R3 is an alkoxy-substituted benzyl group) is reduced at its carbonyl group to give a 1,3-diol. Then, the 1,3-diol product is subjected to the acetalization reaction, the oxidation of OR3, the Wittig reaction and bromination reaction to form a phosphonium salt. The salt is reacted with a prescribed aldehyde, the acetal part is hydrolyzed and the resultant primary alcohol is protected, the secondary alcohol is oxidized to form carbonyl group and the deprotection is carried out to produce Kazusamycin A.
ARAI NORIYOSHI
OMURA SATOSHI
Kenichiro Akao