Cycloadditions with Stereoselective CN Bond Formation in Total Syntheses
作者： Guillaume Vincent
DOI: 10.1002/9781118596784.SSD041
关键词:
摘要: Cycloadditions reactions are very efficient tools for the constructions of multiple bonds in one step and therefore methods choice total synthesis natural products drugs. The use a terminal nitrogen containing partner allows stereoselective formations CN bond. Because vast number compounds available, this field has found widespread interest synthesis. This chapter will cover cycloadditions which bond is formed. It be devoted to description [2+2], [3+2], [3+3], [4+2], [2+2+2] processes that key steps with imine, nitroso, azo, isocyanate, azomethine azide, or azadiene reagents. A discussion regioselectivity, diastereoselectivity, enantioselectivity issues provided each reaction. Keywords: cycloaddition; stereoselective; CN formation; total synthesis; drug; natural product; imine; nitroso; azo; isocyanate; azomethine imine; azide; azadiene; lactam; pharmaceutical; regioselective; N -heterocycle; Staudinger cycloaddition; Curtius rearrangement; [2,3]-sigmatropic rearrangement; nitroso-Diels-Alder reaction; azo-Diels-Alder reaction; heteroaromatic ring
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