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J Org Chem ; 87(18): 12175-12181, 2022 09 16.
Article in English | MEDLINE | ID: mdl-36006876

ABSTRACT

Polysubstituted allenes are useful synthetic intermediates in many applications, offering structural complexity, modularity, and their axial chirality in further transformations. While acyl and alkoxy-substituted allenes are known, there are currently few examples of allenes containing both functionalities and no reports of geminally substituted acyl/alkoxy allenes being isolated and characterized. Herein, we report the synthesis of tetrasubstituted allenes featuring a novel geminal acyl/alkoxy substitution. These unique "push-pull" allenes are bench-stable and exhibit interesting reactivity in several applications.


Subject(s)
Alkadienes , Alcohols , Alkadienes/chemistry , Catalysis , Stereoisomerism
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