Item – Theses Canada

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OCLC number
29797999
Author
Li, Chao-Jun,1963-
Title
Barbier-Grignard type reactions in aqueous media ; Development of a new tellurium reagent for organic synthesis.
Degree
Ph. D. -- McGill University, 1992
Publisher
Ottawa : National Library of Canada = Bibliothèque nationale du Canada, 1992.
Description
3 microfiches.
Notes
Development of a new tellurium reagent for organic synthesis
University Microfilms order no. UMI00367084.
Includes bibliographical references.
Abstract
Organometallic reactions, including allylation, alkylation, aldol and Reformatsky type reactions of carbonyl compounds in aqueous media mediated by Sn, Zn, Mn, and In were studied. The possible mechanism and stereochemistry of these reactions were investigated. The methodology has successfully been applied to the syntheses of 1,3-butadienes, vinyloxiranes, and methylenetetrahydrofurans; and the syntheses of natural product (+)-muscarine, (+)-epimuscarine, (+)-KDN and (+)-KDO. A novel tellurium reagent, bis(triphenylstannyl)telluride, for organic synthesis was developed. Its application in the preparation of organotellurium compounds, reduction of vic-dihalides and $\alpha$-halo ketones, desulfurization of organic trisulfides and cleavage of organic disulfides was studied. All the reactions with this reagent proceeded under very mild conditions.
ISBN
0315745665
9780315745667