01496nas a2200217   4500008004100000022001400041245015000055210006900205260007500274300001400349490000700363520062000370653002400990653002301014653002301037653002101060653002001081100002301101700002201124856013201146       2015                        eng d  a1434-193X00aFirst enantioselective synthesis of surinamensinol B and a non-natural polysphorin analogue by a two-stereocentered hydrolytic kinetic resolution0 aFirst enantioselective synthesis of surinamensinol B and a nonna  aPOSTFACH 101161, 69451 WEINHEIM, GERMANYbWILEY-V C H VERLAG GMBHcNOV  a7344-73510 v333 a<p>An efficient and economical approach to the synthesis of antitumor and anti-inflammatory surinamensinol B (1) and antimalarial polysphorin analogue 2 has been achieved with high enantiomeric purity (96% ee) by starting from commercially available 3,4,5-trimethoxybenzaldehyde. The key steps of the strategy include a Co-catalyzed two-stereocentered hydrolytic kinetic resolution (HKR) of racemic 2[( methoxymethoxy)(3,4,5-trimethoxyphenyl)methyl] oxirane (13) as the chiral inducing step followed by a Mitsunobu reaction. Chiral epoxide 14 and chiral diol 15 were utilized in the syntheses of both compounds.</p>10aBiological activity10aEnantioselectivity10aKinetic resolution10aNatural products10aTotal synthesis1 aLalwani, Komal, G.1 aSudalai, Arumugam  uhttps://library.ncl.res.in/content/first-enantioselective-synthesis-surinamensinol-b-and-non-natural-polysphorin-analogue-two-1