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Unconventional Reactivity of ( Z )‐Enoate Propargylic Alcohols in the Presence of Acids
Author(s) -
Tharra Prabhakararao,
Baire Beeraiah
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605654
Subject(s) - reactivity (psychology) , scope (computer science) , nucleophile , chemistry , substrate (aquarium) , nucleophilic addition , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , computer science , programming language , ecology , medicine , alternative medicine , pathology , biology
The unconventional reactivity of ( Z )‐enoate‐attached propargylic alcohols in the presence of acids (nucleophilic and non‐nucleophilic) was described. This study led to the discovery and development of a new strategy for the collective synthesis of the synthetically useful building blocks α‐OMs‐, α‐OTs‐, and α‐Cl‐enones, as well as 4,5‐dioxonoates. The reaction proceeded under very mild conditions and showed a broad substrate scope.
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