Diversification of monoterpene indole alkaloid analogs through cross-coupling

Runguphan, Weerawat; O'Connor, Sarah E.

doi:10.1021/ol401179k

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Diversification of monoterpene indole alkaloid analogs through cross-coupling

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Runguphan, W., & O'Connor, S. E. (2013). Diversification of monoterpene indole alkaloid analogs through cross-coupling. Organic Letters, 15(11), 2850-2853. doi:10.1021/ol401179k.

Cite as: https://hdl.handle.net/21.11116/0000-0002-B464-2

Abstract

Catharanthus roseus monoterpene indole alkaloid analogs have been produced via a combination of biosynthetic and chemical strategies. Specifically, introduction of a chemical handle a chlorine or a bromine into the target molecule by mutasynthesis, followed by postbiosynthetic chemical derivatization using Pd-catalyzed Suzuki-Miyaura cross-coupling reactions robustly afforded aryl and heteroaryl analogs of these alkaloids.