Enol diethylphosphates

The reaction of the enol diethylphosphate of a p-keto ester with a primary dialkyl cuprate provides a useful stereoselective synthesis of / -alkyl-a,j -unsaturated esters (equation II).3 This coupling was used in two steps in a recent synthesis of mokupalide, a novel C30-isoprenoid.A... 

Certain olefins of steroids were prepared in good yield by reducing the enol diethylphosphates of a-bromoketones with lithium and ammonia in t-butyl olcohol. HMPT and sodium azide act uniquely on certain C 20 tosylates that might normally give D-homo rearrangement to provide azides. 

In an efficient new one-pot phosphorylation method, O-diethylboiyl derivatives of carbohydrates were treated sequentially with phosphine enolate (41), prepared in situ from acetyl acetone and diphenylchlorophosphine (40), and hydrogen peroxide, to give sugar diphenylphosphinates (42), as illustrated in Scheme 8. Use of diethylchlorophosphite in place of chlorophosphine (40) furnished sugar diethylphosphates. ... 

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See also in sourсe #XX -- [ ]

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