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Thiosilanes as thioketalization reagents

Citation

Nesbitt, Stephen L. (1977) Thiosilanes as thioketalization reagents. Master's thesis, California Institute of Technology. http://resolver.caltech.edu/CaltechTHESIS:04062010-085409602

Abstract

Thiosilanes react efficiently with simple aldehydes and ketones when catalyzed with ZnI_2 to produce thioacetals and thioketals. Steroidal diketones were thioketalized with yields and selectivity superior to other methods when allowed to react with thiosilanes and ZnI_2. The overall thioketalization process proceeds through silyl-hemithioketal intermediates which can be detected and isolated from the reaction mixtures. The isolated silylhemithioketals can be resubmitted to the thioketalization reaction conditions and be converted to thioketals.

Item Type:Thesis (Master's thesis)
Subject Keywords:Chemistry
Degree Grantor:California Institute of Technology
Division:Chemistry and Chemical Engineering
Major Option:Chemistry
Thesis Availability:Public (worldwide access)
Research Advisor(s):
  • Evans, David A.
Thesis Committee:
  • Unknown, Unknown
Defense Date:21 October 1976
Record Number:CaltechTHESIS:04062010-085409602
Persistent URL:http://resolver.caltech.edu/CaltechTHESIS:04062010-085409602
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:5692
Collection:CaltechTHESIS
Deposited By: Tony Diaz
Deposited On:19 Apr 2010 17:44
Last Modified:26 Dec 2012 03:24

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