Domino reactions of rhodium(ii) carbenoids for alkaloid synthesis

Abstract

In this tutorial review, the rhodium(II)-catalyzed domino reactions of alpha-diazo carbonyl compounds are summarized. The article will emphasize some of the more recent synthetic applications of the rhodium carbenoid cyclization/cycloaddition domino cascade for alkaloid synthesis. The many structurally diverse and highly successful examples of both oxa and azapolycyclic ring formation cited in this tutorial review clearly demonstrate that the domino cyclization/cycloaddition cascade of metallo carbenoids has evolved as an important strategy for the synthesis of nitrogen containing natural products.

Relay Catalysis Using a Rhodium Complex/Chiral Brønsted Acid Binary System: Enantioselective Reduction of a Carbonyl Ylide as the Reactive Intermediate

“…Table 3 summarizes experiments carried out to probe the scope of the present transformation. Investigation of the effect of the substituent on the Ar group showed that comparable enantioselectivities were observed irrespective of the electronic character and position of the substituent introduced on the phenyl ring (Table 3, entries [1][2][3][4][5]. The a-diazocarbonyl compounds 3 having substituents on the basal aromatic ring also underwent the consecutive transformation to afford isochromene derivatives 6 in good yields (Table 3, entries 6 and 7).…”

Silver Carbenoids

“…42, Scheme 8.8) 25 or cycloadditions (e.g., 43 ! 44, Scheme 8.8) 26 depending on the type of ylide formed (Scheme 8.8). In the case of silver-derived carbenes, this area has only recently begun to attract attention, and therefore there are only limited examples reported in the literature.…”

Synthesis, characterization, antimicrobial activity and molecular docking studies of combined pyrazol-barbituric acid pharmacophores

“…NMR spectra were recorded on a Jeol-400 NMR spectrometer. 1 H-NMR (400 MHz), and 13 C-NMR (100 MHz) were run in either deuterated chloroform (CDCl 3 ) or deuterated dimethylsulphoxide (DMSO-d 6 ). Chemical shifts (δ) are referred in terms of ppm and J -coupling constants are given in Hz.…”

“…Multicomponent reactions (MCRs) are one of the most powerful research protocol for generation of complex polyfunctionalized molecules using convergent one-pot transformations [1][2][3][4][5][6][7]. In addition, multicomponent reactions in green solvent such as water are of considerable interest.…”