1072800-64-6Relevant articles and documents
Elimination of β-thioalkoxy alcohols under Mitsunobu conditions. A new synthesis of conjugated enynes from propargylic dithioacetals
Chen, Chih-Wei,Luh, Tien-Yau
experimental part, p. 8357 - 8363 (2009/04/11)
(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.