Asymmetric 1,3-dipolar reactions of cyclic vinyl p-tolyl sulfimines with diazoalkanes
نویسندگان
چکیده
منابع مشابه
An asymmetric Brønsted acid-catalyzed Friedel–Crafts reaction of indoles with cyclic N-sulfimines
The indole skeleton is the most universal heterocycle structure in nature and is well established as a privileged scaffold; it is commonly encountered in many biologically active natural products and pharmaceutical compounds. Owing to the great structural diversity of biologically active indoles, indole units are of great importance in medicinal chemistry and are widely used in the pharmaceutic...
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This account outlines the results obtained in the author’s laboratory on the asymmetric cyclopropanation of enantiopure 1-phosphorylvinyl p-tolyl sulfoxides with sulfur ylides and diazoalkanes. Based on experimental results and theoretical calculations, the transition-state model for asymmetric cyclopropanation is proposed. A great synthetic value of the reaction investigated is exemplified by ...
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The 1,4-conjugate addition of nucleophiles to α,β-unsaturated carbonyl compounds represents one fundamental bond-forming reaction in organic synthesis. The development of effective organocatalysts for the enantioselective conjugate addition of malonate, nitroalkane and other carbon and heteroatom nucleophiles to cycloenones constitutes an important research field and has been explored in recent...
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In the title compound, C(21)H(23)N(2)O(2)P, the P atom exhibits tetra-hedral coordination; the P-N bond lengths are relatively short [1.6297 (13) and 1.6424 (13) Å]. In the crystal, adjacent mol-ecules are linked by N-H⋯O hydrogen bonds into a zigzag chain running along the c axis.
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Dipolar addition of cyclic azomethine imines with cyclic vinyl sulfones gave rise to functionalized tricycles that exhibited fluxional behavior in solution at room temperature. The scope of the synthetic methodology was explored, and the origin of the fluxional behavior was probed by NMR methods together with DFT calculations. This behavior was ultimately attributed to stereochemical inversion ...
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2005
ISSN: 1551-7012
DOI: 10.3998/ark.5550190.0006.915