Silylation of nitro compounds

New Approach for the Synthesis of Isoxazoline-N-oxides

“…Apparently, the formation of nitronates 2 from 4 occurs through silyl nitronates 6 rather than through corresponding nitrocarbenes . Under the reaction conditions the silyl nitronates 6 are initially produced and undergo 1,3-dipolar cycloaddition with the alkene to form N -silyloxyisoxazolidines 7 . , Rapid elimination of tert -butyldimethylbromosilane from 7 finally affords nitronates 2 .…”

(±)-6,6'-Dinitro-1,1'-binaphthyl 2,2'-diacetate

“…The title compound was obtained by nitration of racemic 1,1'-bi-2-naphthol in acetic acid at 373 K (Ioffe, 1936) and then subsequent reaction with acetyl chloride in pyridine. The title compound was obtained after crystallization from ethyl acetate.…”

Sequential Formal [4+1]‐Cycloaddition, C−H Functionalization and Suzuki–Miyaura Cross‐Coupling for the Synthesis of Trisubstituted Isoxazolines

“…Isoxazolines 1 play an important role in organic chemistry as convenient building blocks in total synthesis [1] and privileged motifs in pharmacology [2] . [3+2]‐Cycloadditions of nitrile oxides, e. g ., Mukaiyama reaction, [3a–d] or silyl nitronates [3e–j] to unsaturated compounds are the most common approaches to this heterocyclic system (Scheme 1). However, there are some limitations of mentioned methods, e. g ., low regioselectivity in the case of 1,2‐disubstituted dipolarophiles [4] .…”