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Thiosilanes as thioketalization reagents


Nesbitt, Stephen L. (1977) Thiosilanes as thioketalization reagents. Master's thesis, California Institute of Technology. doi:10.7907/CDYJ-S314.


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:
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:5692
Deposited By: Tony Diaz
Deposited On:19 Apr 2010 17:44
Last Modified:20 Dec 2019 19:47

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