Contrasting Carboannulation Involving δ-Acetoxy Allenoate as a Four-Carbon Synthon Using DABCO and DMAP: Access to Spiro-carbocyclic and m-Teraryl Scaffolds.
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DOI: 10.1021/acs.orglett.1c00076
Abstract: Spiro-annulation involving δ-acetoxy allenoate and alkyl benzoisothiazole dioxide (N-sulfonyl ketimine) triggered by DABCO/MeCO2H combination leads to an essentially single diastereomer via chemo- and regiospecific [4 + 2]-carboannulation and a new hydroxyl group is introduced. In… read more here.
Keywords: carboannulation; carboannulation involving; involving acetoxy; acetoxy allenoate ... See more keywords
Phosphine-catalysed (4+1) annulations of β'-acetoxy allenoate with β,γ-unsaturated carbonyl compounds.
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DOI: 10.1039/d1cc00368b
Abstract: While β,γ-unsaturated carbonyl compounds have been widely used as γC- or αC-nucleophiles, their potential αC,αC-bisnucleophilic reactivity is still underdeveloped. Herein, a phosphine-catalysed (4+1) annulation of β'-acetoxy allenoate and a β,γ-unsaturated carbonyl compound is reported, wherein… read more here.
Keywords: allenoate unsaturated; acetoxy allenoate; carbonyl compounds; phosphine catalysed ... See more keywords