Abstract

AbstractStereochemical studies, made possible by asymmetric labeling with hydrogen isotopes, have led to the hypothesis that enzymic association of C5 units in polysoprenoid synthesis is not a concerted process but proceeds in two steps: a trans 1,2‐addition to an olefin followed by a trans 1,2‐elimination. It is shown that similar mechanisms can also explain the cyclization of squalene epoxide to tetracyclic and pentacyclic triterpenoids.

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