Asymmetric allylboration of 2-octynal with (+)-B-allyldiisopinocampheylborane provides the corresponding homoallylic alcohol in 80% yield. The alkynenol is stereoselectively hydrogenated in the presence of Lindlar catalyst, converted to the corresponding acrylic ester, and cyclized by refluxing in dichloromethane in the presence of 10 mol% of Grubbs' catalyst to provide the natural enantiomer of (R)-(-)-argentilactone in 44% overall yield.
|Original language||English (US)|
|Number of pages||4|
|Journal||Journal of the Indian Chemical Society|
|State||Published - Nov 1 1999|