The osmium tetroxide catalyzed asymmetric dihydroxylation of the(22E)- steroidal sidechain is described and an unexpected 8:1 ratio of(22R,23R)and (22S,23S)was obtained from the(22E,24S)-24-ethyl substituted sidechain.
A new chiral polymer-metal complex, wool-osmium tetroxide(wool-OsO4) complex was prepared by a very simple method. This complex was found to be able to catalyze the asymmetric dihydroxylation of allylamine to get (R)-...A new chiral polymer-metal complex, wool-osmium tetroxide(wool-OsO4) complex was prepared by a very simple method. This complex was found to be able to catalyze the asymmetric dihydroxylation of allylamine to get (R)-(+)-3-amino-l, 2-propanediol. The experimental results showed that OsO4 content in the complex, reaction time, allylamine/OsO4 molar ratio all have great effects on the chemical and optical yields of product. Additionally, wool-OsO4 complex catalyst could be reused without remarkable change in optical catalytic activity.展开更多
R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-pheny...R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.展开更多
文摘The osmium tetroxide catalyzed asymmetric dihydroxylation of the(22E)- steroidal sidechain is described and an unexpected 8:1 ratio of(22R,23R)and (22S,23S)was obtained from the(22E,24S)-24-ethyl substituted sidechain.
文摘A new chiral polymer-metal complex, wool-osmium tetroxide(wool-OsO4) complex was prepared by a very simple method. This complex was found to be able to catalyze the asymmetric dihydroxylation of allylamine to get (R)-(+)-3-amino-l, 2-propanediol. The experimental results showed that OsO4 content in the complex, reaction time, allylamine/OsO4 molar ratio all have great effects on the chemical and optical yields of product. Additionally, wool-OsO4 complex catalyst could be reused without remarkable change in optical catalytic activity.
文摘R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.
