950758-03-9

Upstream product

• 950758-20-0 (2-isopropyl-1,3-dithiolan-2-ylethynyl)-trimethylsilane 
• 109-72-8 n-butyllithium 
• 98-86-2 acetophenone 
• 53210-05-2 4-methyl-1-(trimethylsilyl)pent-1-yn-3-one 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Elimination of β-thioalkoxy alcohols under Mitsunobu conditions. A new synthesis of conjugated enynes from propargylic dithioacetals

(Chemical Equation Presented) Treatment of propargylic dithiolanes 1 with nBuLi followed by a carbonyl electrophile yields the corresponding homopropargylic alcohol 3. Upon treatment with 2 equiv of PPh3 and DIAD, elimination of SR and OH moieties from 3 affords the corresponding olefins 4 in moderate to good yield. The reaction can be considered an alternative of McMurry coupling of two different carbonyl equivalents.

Iron-promoted elimination of β-thioalkoxy alcohols. Olefination by coupling of a carbonyl group with a dithioacetal

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.