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Synlett 2001; 2001(6): 0785-0786
DOI: 10.1055/s-2001-14579
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An Expedient and Efficient Method for the Cleavage of Dithioacetals to the Corresponding Carbonyl Compounds Using Organic Ammonium Tribromide (OATB)

Ejabul Mondal* , Gopal Bose, Abu T. Khan
  • *Department of Chemistry, Indian Institute of Technology, North Guwahati, Guwahati-781039, Assam, India; Fax + 91 361 69 07 62; E-mail: atk@iitg.ernet.in; atk@postmark.net
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Publication Date:
31 December 2001 (online)

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A variety of dithioacetals of aldehydes or ketones 1 can be easily cleaved into the parent carbonyl compounds 2 at 0-5 °C in very high yields by employing organic ammonium tribromides such as cetyltrimethyl-ammonium tribromide (CetTMATB) or tetrabutylammonium tribromide (TBATB) in dichloromethane.

dithioacetals - deprotection - organic ammonium tribromide - cetyltrimethylammonium tribromide - tetrabutylammonium tribromide