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1137643 
Journal Article 
The Bestmann-Ohira reagent for the conversion of aldehydes into terminal alkynes 
Zanatta, SD 
2007 
Yes 
Australian Journal of Chemistry
ISSN: 0004-9425
EISSN: 1445-0038 
60 
12 
963-963 
English 
The Bestmann-Ohira reagent, which allows conversion of aldehydes into alkynes in a single step, is a modification of the Seyferth-Colvin-Gilbert reagent. The reagent is prepared in one step by diazo transfer of 4-acetamidobenzenesulfonyl azide to dimethyl-2-oxopropylphosphonate or in three step from chloroacetone. The one-pot transformation can be brought about by adding the reagent to K2CO3 and an aldehyde in methanol. Bestmann-Ohira reagent is widely used in complex natural product synthesis as it is an enolizable chiral aldehyde, which reacts without racemization. The conversion of benzyl alcohols into their corresponding terminal alkynes in a one-pot procedure with MnO2 AND Bestmann-Ohira reagent or a two step one-pot process for electron deficient benzyl alcohols was also reported. 
IRIS
• Methanol (Non-Cancer)
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