Stereoselective synthesis of β-substituted α,β-unsaturated esters by dialkylcuprate coupling to the enol phosphate of β-keto esters
نویسندگان
چکیده
منابع مشابه
Stereoselective one-pot synthesis of β-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions.
A stereoselective one-pot procedure was developed to prepare S-substituted (Z)-enol esters through a base-triggered rearrangement. This transition metal-free multicomponent approach can be performed under an air atmosphere at room temperature, tolerates a wide set of chemical functionalities and generally affords high isolated yields. The (Z)-selectivity arises from the [1,4]-S- to O-acyl migra...
متن کاملCopper-catalyzed cascade reactions of α,β-unsaturated esters with keto esters
A copper-catalyzed cascade reaction of α,β-unsaturated esters with keto esters is reported. It features a copper-catalyzed reductive aldolization followed by a lactonization. This method provides a facile approach to prepare γ-carboxymethyl-γ-lactones and δ-carboxymethyl-δ-lactones under mild reaction conditions.
متن کاملProcess for the synthesis of α, β-unsaturated esters
The present invention provides a process for the synthesis of an α,β-unsaturated ester from a mono-olefinester using Fe(CO).sub.5.
متن کاملGrubbs Cross-Metathesis Pathway for a Scalable Synthesis of γ-Keto-α,β-unsaturated Esters
A direct and scalable route to γ-keto-α,β-unsaturated esters, useful intermediates in medicinal chemistry and natural products synthesis, is reported. The key step involves the use of Grubbs' second-generation olefin metathesis catalyst for cross-metathesis of alkyl acrylates and 2° allylic alcohols. The metathesis step is followed by oxidation to give the desired products in high yield on scal...
متن کاملRearrangement of β,γ-Unsaturated Esters with Thallium Trinitrate: Synthesis of Indans Bearing a β-Keto Ester Moiety
The indan skeleton is present in a variety of molecules with important biological activity, including the wellknown Indinavir and Aricept. Our research group has investigated approaches to obtain indans from 1,2dihydronaphthalenes, using a thallium(III)-promoted ring contraction reaction. During these studies, we found that a side chain at the double bond has a strong influence in the reaction ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1979
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v79-234