Sequential Acylation/Silylation/Hetero-Claisen Rearrangement of Nitroalkanes for the Synthesis of Protected Hydroxyoxime Derivatives
Sequential acylation-silylation of nitroalkanes leads to O-silylated α-acyloxyoximes in high yields. The first step of the reaction involves deprotonation of nitro compound with sodium hydride promoted by DBU or alcohol/15-crown-5 system followed by treat
Antonova, Yulia A.,Ioffe, Sema L.,Sukhorukov, Alexey Yu.,Tabolin, Andrey A.
supporting information
p. 3197 - 3213
(2021/06/25)
SYNTHESIS OF 2-OXA AND 2-AZA ANALOGS OF PYRROLIZIDINE-3,5-DIONES (LUKES-SORM DILACTAM)
The synthesis of 2-oxa and 2-aza analogs of pyrrolizidine-3,5-dione (Lukes-Sorm dilactam), which has amnesia reversal activity, is reported.Optically active (+)-2-oxa and (+)-2-aza analogs and racemic 2-aza analog and its 1-methoxycarbonyl derivatives were prepared from (-)-S-pyroglutamic acid and succinimide, respectively.