Total Synthesis and Stereochemical Assignment of (-)-Ushikulide A精品分析.pptVIP

Transition State of Zn Aldol Reaction The aldehyde with two ethoxy groups is held by the two zinc atoms, acting as a bidentate ligand and bridging the two zincs. This transition states allows for the OH to be pushed to the front. The prophenol-zinc complex * Attempted Hydrosilation Possible mechanism: ethoxy group is protonated and leaves as ethanol. * Mukaiyama Allylation -Enantioselective due to the chiral allylating reagent generated in situ from tin(II) catecholate, allyl bromide, diisopropyl tartrate, DBU, and CuI. Proposed TS Ligand Association Oxidative Addition * Allylation and DIBAL