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ABSTRACT:
SUBMITTER: Castineira Reis M
PROVIDER: S-EPMC6385557 | biostudies-literature | 2019 Feb
REPOSITORIES: biostudies-literature
Castiñeira Reis Marta M López Carlos Silva CS Nieto Faza Olalla O Tantillo Dean J DJ
Chemical science 20181211 7
Among the array of complex terpene-forming carbocation cyclization/rearrangement reactions, the so-called "triple shift" reactions are among the most unexpected. Such reactions involve the asynchronous combination of three 1,<i>n</i>-shifts into a concerted process, <i>e.g.</i>, a 1,2-alkyl shift followed by a 1,3-hydride shift followed by a second 1,2-alkyl shift. This type of reaction so far has been proposed to occur during the biosynthesis of diterpenes and the sidechains of sterols. Here we ...[more]