Stereoselective Synthesis of 1-Nitrobicyclo[3.1.0]hexanes and Fused Isoxazoline-N-oxides from Primary Nitro Compounds

The one-step preparation of 1-nitrobicyclo[3.1.0]hexane and bicycloisoxazoline-N-oxide was readily achieved from conjugate adducts of nitro alkenes and allylmalonates by treatment with Ag2O and iodine under basic conditions. We observed that when a primary alkyl group was present at the β-position...

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Veröffentlicht in:	Journal of organic chemistry 2012-03, Vol.77 (5), p.2236-2245
Hauptverfasser:	Kamimura, Akio, Takeuchi, Ryota, Ikeda, Kosuke, Moriyama, Takaaki, Sumimoto, Michinori
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Bridged Bicyclo Compounds - chemical synthesis Bridged Bicyclo Compounds - chemistry Chemistry Cyclic N-Oxides - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Heterocyclic compounds with only one n hetero atom and condensed derivatives Isoxazoles - chemistry Molecular Structure Nitro Compounds - chemistry Organic chemistry Preparations and properties Stereoisomerism
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