Abstract
Carbene and metal carbenoid species, originally viewed as too reactive to be useful for complex molecule synthesis, have now emerged as attractive intermediates for the construction of highly functionalized heterocyclic compounds. A popular route to metal carbenoids involves the decomposition of diazo starting materials, using various transition metals. In this review we highlight some of the utilities of metal carbenoids in the synthesis of biologically-active or natural product-like compounds. Some of the reaction classes that feature prominently in these syntheses of alkaloids, described here, involve heteroatom/C-H insertion or cyclopropanation and 1,3-dipolar cycloadditions. The facile constructions of fused ring systems via cascade reactions that encompass carbenoids are also discussed.
Keywords: Alkaloid, carbenoid, diazo, transition metals, ylide.
Graphical Abstract
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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