The irreversible addition of 2-(trimethylsilyloxy)furan to various aldehydes in the presence of catalytic amount of alkali metal carbonate in aqueous media is described. Even though alkli metal enolates have many synthetic advantages of applicability ...
The irreversible addition of 2-(trimethylsilyloxy)furan to various aldehydes in the presence of catalytic amount of alkali metal carbonate in aqueous media is described. Even though alkli metal enolates have many synthetic advantages of applicability and high selections of (E)- and (Z)- enolate geometry, their application to carbonyl addition have been utilized in limited purpose mainly due to the low stereoselectivity resulted from the equilibrium between retroaldol and realdol. The addition of 2-(trimethylsilyloxy)furan to the aldehyde in the presence of K_2CO_3 in aqueous media(THF : H_2O = 9 : 1) at -20℃ resulted in the formation of addition product in high yield and moderate good stereo selection (3-15:1).