1267760-91-7Relevant academic research and scientific papers
Unusual aluminum hydride-mediated reduction of N-(γ- or δ-oxoacyl)oxazolidinone
Yamaguchi, Jun-Ichi,Asano, Mayuko,Udono, Youko
, p. 371 - 372 (2014)
Reduction of N-(γ-oxoacyl)oxazolidinone with a borohydride reagent, such as NaBH4 or LiBEt3H, resulted in formation of the corresponding lactone or lactol. In contrast, when an aluminum hydride reagent was used instead of a borohydride reagent, reduction of N-(γ- or δ-oxoacyl)oxazolidinone proceeded unexpectedly to give not the corresponding lactone or lactol, but a tetrahydrofuran or tetrahydropyran derivative, respectively, containing an oxazolidino group.
Direct room-temperature lactonisation of alcohols and ethers onto amides: An "amide strategy" for synthesis
Valerio, Viviana,Petkova, Desislava,Madelaine, Claire,Maulide, Nuno
supporting information, p. 2606 - 2610 (2013/03/14)
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. Copyright
