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. Author manuscript; available in PMC: 2013 Mar 14.
Published in final edited form as: Chem Rev. 2011 Oct 21;112(3):1681–1709. doi: 10.1021/cr200073d

Scheme 13.

Scheme 13

Scheme 13

Halogenated carrier protein-linked intermediates serve as the substrates for SN2-like cyclopropane ring formation in the biosynthesis of coronatine (88), kutzneride 2 (92), and curacin A (97). The triggering mechanism for cyclopropane formation in each case is believed to involve a carbanionic intermediate (or transition state).