Studies on the Stereochemistry and Mechanism of Taxadiene Biosynthesis
Enzyme-mediated cyclization of GPP, FPP, and GGPP goes through various carbocationic intermediates, and methoxy analogs of these substrates would provide strong stabilization towards the carbocation intermediates. Upon release from the enzyme, the non-natural products would provide valuable insights to the enzyme mechanisms that would otherwise be unavailable. Methoxy-substituted nor analogs of geraniol, farnesol, and geranylgeraniol were prepared by alkylation of carbanions generated from allylic ethers.
University of Illinois - Urbana-Champaign
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University of Illinois at Urbana-Champaign