TAILIEUCHUNG - [3+2] Cycloadditions of 1-halo-1-nitroethenes with (Z)-C-(3,4,5-trimethoxyphenyl)-N-methyl-nitrone as regio- and stereocontrolled source of novel bioactive compounds: preliminary studies

Preliminary experiments shows, that [3+2] cycloadditions reactions proceeds with full regioselectivity and high stereoselectivity. In consequence, 3,4-trans-2-methyl-3-(3,4,5-trimethoxyphenyl)-4-halo-4-nitroisoxazolidines are forming as predominantly (or sole) products. Additionally, prognosis for the synthesized compounds to be potential ingredients of drugs is good. | 3 2 Cycloadditions of 1-halo-1-nitroethenes with Z -C- 3 4 5-trimethoxyphenyl -N-methyl-nitrone as regio- and stereocontrolled source of novel bioactive compounds preliminary studies Current Chemistry Letters 5 2016 123 128 Contents lists available at GrowingScience Current Chemistry Letters homepage 3 2 Cycloadditions of 1-halo-1-nitroethenes with Z -C- 3 4 5-trimethoxyphenyl -N-methyl-nitrone as regio- and stereocontrolled source of novel bioactive compounds preliminary studies Radomir Jasińskia Ewa Dreslerb Maria Mikulskaa and Daniel Polewskia a Institute of Organic Chemistry and Technology Cracow University of Technology Warszawska Str. 24 31155 Cracow Poland b Institute of Heavy Organic Synthesis Blachownia quot Energetyków Str. 9 47-225 Kędzierzyn-Koźle Poland CHRONICLE ABSTRACT Article history Preliminary experiments shows that 3 2 cycloadditions reactions proceeds with full Received October 21 2015 regioselectivity and high stereoselectivity. In consequence 3 4-trans-2-methyl-3- 3 4 5- Received in revised form trimethoxyphenyl -4-halo-4-nitroisoxazolidines are forming as predominantly or sole December 20 2015 products. Additionally prognosis for the synthesized compounds to be potential ingredients Accepted 1 Februray 2016 of drugs is good. Available online 2 February 2016 Keywords Cycloaddition Nitroalkenes Nitrones Reactivity Regioselectivity 2016 Growing Science Ltd. All rights reserved. 1. Introduction Isoxazolidines are an important class of bioactive The presence of the nitro group in the molecule of these compounds stimulate extra forms of biological activity 4 and allows for a wide range of further This justifies undertaken by us a few years ago a comprehensive study on the synthesis of nitro substituted isoxazolidines by 3 2 cycloaddition of nitroalkenes to nitrones. So far we have dealt mainly with reactions where 2-substituted nitroethenes 9-14 were participated. The accumulated .

• Hoá học
• 1 halo 1 nitroethenes
• Novel bioactive compounds
• Class of bioactive compounds
• Compounds stimulate extra forms
• Nitro substituted isoxazolidines