950758-04-0Relevant academic research and scientific papers
Mercuric acetate-mediated annulation of homopropargylic alcohols having thioether substituent. A general route for the synthesis of tetrasubstituted furans from propargylic dithioacetals
Chen, Chih-Wei,Luh, Tien-Yau
supporting information; experimental part, p. 3263 - 3265 (2009/08/09)
Treatment of an alkyl-substituted propargylic dithioacetal with nBuLi followed by an aldehyde furnishes thio-substituted homopropargylic alcohol 7 which undergoes annulation in the presence of two equivalents of mercury acetate to give the corr
Iron-promoted elimination of β-thioalkoxy alcohols. Olefination by coupling of a carbonyl group with a dithioacetal
Huang, Li-Fu,Chen, Chih-Wei,Luh, Tien-Yau
, p. 3663 - 3665 (2008/02/12)
Treatment of propargylic dithiolanes with nBuLi followed by a carbonyl electrophile yields the corresponding propargylic dithioacetals. Upon treatment with 1 equiv of Fe(BCaC)3 and excess MeMgl, elimination of SR and OH moieties from 8 affords the corresponding olefins in satisfactory yield. Benzylic dithioacetals behave similarly. The reaction can be considered an alternative of McMurry coupling of two different carbonyl equivalents.
