Ethyl bromozincacetate

A more convenient source of cyclopropanone in this respect is the magnesium salt 57, which undergoes ring opening with the Reformatsky reagent ethyl bromozincacetate, but reacts with the carbanion of triethyl phosphonoacetate in 1,2-dimethoxyethane to form ethyl cyclo-propylideneacetate (58) in low yield. ... 

The synthesis of 6-substituted-4-hydroxy-5,6-dihydro-2f/-pyran-2-ones is accomplished through a double Reformatsky reaction of aldehydes with ethyl bromozincacetate, followed by lactonization (Scheme 52). This synthetic protocol is applied to the synthesis of naturally occurring... 

Scheme 9.161. The Reformatsky reaction. A representation of the conversion of an a-haloester to the corresponding zincate, which, less reactive than the corresponding magnesium or lithium reagents, does not react with the ester functional group. The reaction with a ketone (cyclohexanone) of the typical ethyl bromo-zincethanoate (ethyl bromozincacetate, BrZnCH2C02CH2CH3) is shown.

Related Reagents. f-Butyl a-Lithiobis(trimethylsilyl)acetate f-Butyl Trimethylsilylacetate Ethyl Bromozincacetate Ethyl Lithioacetate Ethyl Trimethylsilylacetate Ketene Bis(trimethyl-silyl) Acetal Ketene f-Butyldimethylsilyl Methyl Acetal l-Methoxy-2-trimethylsilyl-l-(trimethylsilyloxy)ethylene Methyl (Methyldiphenylsilyl)acetate Methyl 2-Trimethylsilyl-acrylate Triethyl Phosphonoacetate Trimethylsilylacetic Acid. 

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