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Application Of Indium Reagents In Organic Synthesis

Posted on:2005-05-17Degree:MasterType:Thesis
Country:ChinaCandidate:L H HuFull Text:PDF
GTID:2121360125466425Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
This thesis described two easy accesses to synthesize branched and linear homoallylic alcohols. Branched homoallylic alcohols were obtained in moderate to good yields using indium-mediated allylation reactions with 2-phenyl-4-bromo-2-butene in mild condition. On the other hand, linear homoallylic alcohols were obtained using allylic transfer reactions with excellent diastereoselectivities and good yields.In addition, both the a-homoallylic alcohol and γ-homoallylic alcohol were employed to react with aldehydes. The results showed that only the reaction of a-homoallylic alcohol exhibited good selectivities. Then both the E type a-homoallylic alcohol and Z type a-homoallylic alcohol were employed to investigate the scope and mechanism of the intramolecular oxonium-ene cyclization reaction. The products exhibited excellent yields with moderate to good selectivities.
Keywords/Search Tags:homoallylic alcohol, indium-mediated, allylic transfer, intramolecular oxonium-ene cyclization
PDF Full Text Request
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