Chemistry Letters p. 2167 - 2170 (1994)
Update date:2022-08-03
Topics:
Ishihara, Takashi
Matsuda, Takayuki
Imura, Katsunori
Matsui, Hirofumi
Yamanaka, Hiroki
Treatment of ethyl dibromofluoroacetate with aldehydes or ketone in the presence of zinc and diethylaluminium chloride at -20 deg C gave rise to the corresponding α-bromo-α-fluoro-β-hydroxy alkanoic acid ethyl esters in good yields, while the use of two equivalents each of aldehyde, zinc, and diethylaluminium chloride in the reaction resulted in a double coupling reaction affording the 1:2 adducts, α-fluoro-β,β'-dihydroxy esters in high yields.
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