Recent Advances in the Synthesis and Chemistry of Nitronates

被引:38
作者
Tabolin, Andrey A. [1 ]
Sukhorukov, Alexey Yu. [1 ]
Ioffe, Sema L. [1 ]
Dilman, Alexander D. [1 ]
机构
[1] Russian Acad Sci, NS Zelinsky Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
来源
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 15期
基金
俄罗斯科学基金会;
关键词
nitronates; nitroalkanes; cycloaddition; 1,3-dipoles; umpolung; ISOXAZOLINE-N-OXIDES; DIELS-ALDER REACTIVITY; STEREOSELECTIVE-SYNTHESIS; MANNICH REACTION; ENANTIOSELECTIVE SYNTHESIS; POLYCYCLIC HETEROSYSTEMS; PERICYCLIC REACTIVITY; ASYMMETRIC-SYNTHESIS; CATALYZED SYNTHESIS; MICHAEL ADDITIONS;
D O I
10.1055/s-0036-1589063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Due to their availability and versatile reactivity, nitronates have become important building blocks in the stereoselective synthesis of bioactive molecules. This short review provides a summary of recent developments on the synthesis, chemistry and applications of O-alkyl and O-silyl nitronates. Introduction Approaches to the Synthesis of Nitronates Synthesis of Six- Membered Cyclic Nitronates Formal [4+ 2] Approaches Formal [3+ 3] Approaches Other Approaches Synthesis of Five-Membered Cyclic Nitronates Formal [3+ 2] Approaches Formal [4+ 1] Approaches Oxidation Approaches Chemistry of Nitronates Nitronates as alpha-C-Nucleophiles Nitronates as alpha-C-Electrophiles Nitronates in [3+ n]-AnnulationReactions Reactions Involving the beta-Carbon Atom of Nitronates Miscellaneous Transformations Conclusion
引用
收藏
页码:3255 / 3268
页数:14
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