Acyclic stereoselection. 14. O-alkyllactic acid esters: reagents for the stereoselective construction of erythro-and threo-. alpha.-methyl-. alpha.,. beta.-dihydroxy …
CH Heathcock, JP Hagen, ET Jarvi…
文献索引:Heathcock, Clayton H.; Hagen, James P.; Jarvi, Esa T.; Pirrung, Michael C.; Young, Steven D. Journal of the American Chemical Society, 1981 , vol. 103, # 16 p. 4972 - 4974
toluene'') with the acid chloride of 0-benzyllactic acid.* Aldol condensations of esters 3-5 are carried out in the normal manner. 3 Enolates are formed with lithium diisopropylamide (LDA) in THF at-78 OC (30-45 min). After addition of an appropriate aldehyde at-78 “C, reaction is allowed to proceed for 5-45 min at this temperature and is then quenched by the addition of aqueous ammonium chloride. Best results are obtained if the condensations are carried ...