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Direct Room‐Temperature Lactonisation of Alcohols and Ethers onto Amides: An “Amide Strategy” for Synthesis
Author(s) -
Valerio Viviana,
Petkova Desislava,
Madelaine Claire,
Maulide Nuno
Publication year - 2013
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.201203906
Subject(s) - exploit , amide , robustness (evolution) , computer science , chemistry , combinatorial chemistry , dual (grammatical number) , organic chemistry , philosophy , computer security , biochemistry , linguistics , gene
Last‐minute deal : A direct lactonisation of ethers and alcohols onto amides that proceeds at room temperature under mild conditions is reported (see scheme). This allows the effective saving of up to two unproductive, sequential deprotection operations in synthetic sequences. Mechanistic studies are described, and a new “amide strategy” that exploits the dual robustness/late‐stage selective activation properties of this functional group is outlined.