| Certain natural products such as polyene macrolides are attracting increasing attention of researchers because of their interesting structure and unique biological action. The polyene class of macrolide are characterized by a large lactone ring with 30 or more carbon atoms, multiple chiral hydroxylic centres and a series of 4-7 conjugated double bonds. Apparently, their common structural feature is that they all contains extended 1,2-, 1,3 and 1,4-polyol chains. And 1,3-diols are the most common. In this thesis , we applied indium-mediated allylation reaction and allyl transfer reaction of 4-Benzyloxy-6-phenyl-tetrahydro-pyran-2-ol to afford homoallylic alcohols stereoselectively in chapter 3. And investigated the affection on yield and stereoselectivity of product under different reaction condition. In chapter 4, indium-mediated allylation reaction and allyl transfer reaction of P-hydroxyl aldehyde for the synthesis of polyols was described. And it afforded good enantioselectivity of 92% ee. In conclusion, The strategies we applied in the thesis for stereoselective synthesis of 1,3-polyols provided an entry to the synthesis of optically active 1,3-polyols. |
