New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation

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:
catalysis
enantioselectivity
nature products
silylation
tosylation
total synthesis
Online Access:http://hdl.handle.net/2345/919
id ndltd-BOSTON-oai-dlib.bc.edu-bc-ir_101187
record_format oai_dc
spelling ndltd-BOSTON-oai-dlib.bc.edu-bc-ir_1011872019-05-10T07:33:31Z New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation You, Zhen Thesis advisor: Marc L. Snapper Text thesis 2009 Boston College English electronic application/pdf 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. catalysis enantioselectivity nature products silylation tosylation total synthesis Copyright is held by the author, with all rights reserved, unless otherwise noted. Thesis (PhD) — Boston College, 2009. Submitted to: Boston College. Graduate School of Arts and Sciences. Discipline: Chemistry. 108583 http://hdl.handle.net/2345/919
collection NDLTD
language English
format Others
sources NDLTD
topic catalysis
enantioselectivity
nature products
silylation
tosylation
total synthesis
spellingShingle catalysis
enantioselectivity
nature products
silylation
tosylation
total synthesis
You, Zhen
New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
description 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.
author You, Zhen
author_facet You, Zhen
author_sort You, Zhen
title New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
title_short New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
title_full New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
title_fullStr New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
title_full_unstemmed New Catalytic Enantioselective Functionalizations of Alcohols through Silylation and Tosylation
title_sort new catalytic enantioselective functionalizations of alcohols through silylation and tosylation
publisher Boston College
publishDate 2009
url http://hdl.handle.net/2345/919
work_keys_str_mv AT youzhen newcatalyticenantioselectivefunctionalizationsofalcoholsthroughsilylationandtosylation
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