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Chem Soc Rev. 2010 Aug;39(8):2847-54. doi: 10.1039/b917107j. Epub 2010 May 4.

The carbocation continuum in terpene biosynthesis--where are the secondary cations?

Author information

1
Department of Chemistry, University of California-Davis, Davis, CA 95616, USA. tantillo@chem.ucdavis.edu

Abstract

In this tutorial review, structures encountered in carbocation cascade polycyclization reactions leading to terpene natural products are surveyed. The nature of delocalization in these carbocations is discussed in detail. For select cases, the ability of functional groups in enzyme active sites to modulate this delocalization is discussed. In addition to carbocation intermediates, cationic transition state structures are also described.

PMID:
20442917
DOI:
10.1039/b917107j
[Indexed for MEDLINE]

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