SummaryRing-rearrangement metathesis (RRM) involves multiple metathesis processes such as ring-opening metathesis (ROM)/ring-closing metathesis (RCM) in a one-pot operation to generate complex targets. RRM delivers complex frameworks that are difficult to assemble by conventional methods. The noteworthy point about this type of protocol is multi-bond formation and it is an atom economic process. In this review, we have covered literature that appeared during the last seven years (2008–2014).
A hybrid benzocyclobutene (BCB) molecular frames embedding sultine or sulfone moiety has been synthesized via utilization of rongalite. The selective Diels-Alder reaction has been realized at sultine or sulfone terminus in the hybrid BCB system to prepare functionalized BCB molecular frames. The methodology has been generalized for assembling various benzocycloalkanes containing a sultine unit and the strategy has been expanded to generate various annulated benzocycloalkanes.
A simple method for the synthesis of symmetrical sulfones using rongalite has been developed. Terminally olefinic sulfone derivatives were subjected to ring-closing metathesis (RCM) reactions to generate cyclic sulfones.
1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (Tic) is a constrained analog of phenylalanine (Phe). The Tic unit has been identified as a core structural element present in several peptide-based drugs and forms an integral part of various biologically active compounds. This report covers the biological significance of the Tic core and provides a detailed account of various synthetic approaches available for the construction of Tic derivatives. Along with the traditional methods such as the Pictet-Spengler and Bischler-Nepieralski reactions, we cover various recent approaches such as enyne metathesis, [2 + 2 + 2] cycloaddition and the Diels-Alder reaction to generate Tic derivatives. In addition, syntheses of higher analogs of Tic are also discussed.
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