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Building Carbohydrates on Dioxanone Scaffold

Date

2009

Journal Title

Journal ISSN

Volume Title

Publisher

ORCID

Type

Degree Level

Doctoral

Abstract

Protected DHA units, known as dioxanones, are interesting compound which can be used as the building blocks for synthesis of polyoxygenated natural products. The direct aldol reaction is employed for converting of those inexpensive starting materials into enantioenriched products of complexed structures. The stereocontrol in the first aldol reaction is achieved by using organocatalysis. Second aldol reaction is conducted by lithium enolate chemistry leading to anti–cis–anti aldols as a major isomer. On the other hand boron chemistry provides anti–trans–anti products. This strategy is used for synthesis of higher sugars.

Description

Keywords

Double Aldol, Dioxanones, Organocatalysis, Carbohydrate Synthesis, Aldol

Citation

Degree

Doctor of Philosophy (Ph.D.)

Department

Chemistry

Program

Chemistry

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DOI

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