Enzyme-catalysed [6+4] cycloadditions in the biosynthesis of natural products.

ABSTRACT: Pericyclic reactions are powerful transformations for the construction of carbon-carbon and carbon-heteroatom bonds in organic synthesis. Their role in biosynthesis is increasingly apparent, and mechanisms by which pericyclases can catalyse reactions are of major interest¹. [4+2] cycloadditions (Diels-Alder reactions) have been widely used in organic synthesis² for the formation of six-membered rings and are now well-established in biosynthesis^3-6. [6+4] and other 'higher-order' cycloadditions were predicted⁷ in 1965, and are now increasingly common in the laboratory despite challenges arising from the generation of a highly strained ten-membered ring system^8,9. However, although enzyme-catalysed [6+4] cycloadditions have been proposed

SUBMITTER: Zhang B 

PROVIDER: S-EPMC6944468 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature