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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 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.

Identiferoai:union.ndltd.org:BOSTON/oai:dlib.bc.edu:bc-ir_101187
Date January 2009
CreatorsYou, Zhen
PublisherBoston College
Source SetsBoston College
LanguageEnglish
Detected LanguageEnglish
TypeText, thesis
Formatelectronic, application/pdf
RightsCopyright is held by the author, with all rights reserved, unless otherwise noted.

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