A PRACTICAL SYNTHESIS OF A HYDROXYLATED SESQUITERPENE COUMARIN 10 %26apos; R-ACETOXY-11 %26apos;-HYDROXYUMBELLIPRENIN BY REGIOSELECTIVE DIHYDROXYLATION

作者：Hattori Yasunao^*; Kinami Genki; Teruya Kenta; Nosaka Kazuto; Kobayashi Kazuya; Akaji Kenichi

来源：Heterocycles, 2013, 87(2): 423-428.

DOI：10.3987/COM-12-12636

• Sesquiterpene Coumarin
• Regioselective Dihydroxylation

A practical synthesis of 10%26apos;R-acetoxy-11%26apos;-hydroxyumbelliprenin was achieved using regioselective Sharpless asymmetric dihydroxylation as a key reaction, in which the regioselectivity was achieved by using (DHQD)(2)AQN as a ligand instead of the conventional (DHQD)(2)PHAL. 10%26apos;R-Acetoxy-11%26apos;-hydroxyumbelliprenin was synthesized by the coupling of a coumarin unit (umbelliferone) and sesquiterpene unit in 11% overall yield through 5 steps.

• 出版日期2013-2-1