New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation

Thesis advisor: Marc L. Snapper === A survey of silicon-based reactions and potential for Lewis base catalysis was presented. An efficient site- and enantioselective catalytic silylation of triols is disclosed. The protocol is applied to total syntheses of cleroindicins D, F and C. Catalytic kineti...

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Bibliographic Details
Main Author: You, Zhen
Format: Others
Language:English
Published: Boston College 2009
Subjects:
Online Access:http://hdl.handle.net/2345/919
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Summary:Thesis advisor: Marc L. Snapper === A survey of silicon-based reactions and potential for Lewis base catalysis was presented. An efficient site- and enantioselective catalytic silylation of triols is disclosed. The protocol is applied to total syntheses of cleroindicins D, F and C. Catalytic kinetic resolution of β-hydroxyketones is disclosed. A readily available amino acid-based catalyst promotes the kinetic resolution with high efficiency. A presentation of catalytic enantioselective tosylation of syn-1,2-diols is disclosed. === Thesis (PhD) — Boston College, 2009. === Submitted to: Boston College. Graduate School of Arts and Sciences. === Discipline: Chemistry.