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. 2010 Apr 14;132(14):5176-8.
doi: 10.1021/ja910184j.

Total synthesis of the lycorenine-type amaryllidaceae alkaloid (+/-)-clivonine via a biomimetic ring-switch from a lycorine-type progenitor

Carles Giró Mañas  1 , Victoria L Paddock, Christian G Bochet, Alan C Spivey, Andrew J P White, Inderjit Mann, Wolfgang Oppolzer
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Free article

Total synthesis of the lycorenine-type amaryllidaceae alkaloid (+/-)-clivonine via a biomimetic ring-switch from a lycorine-type progenitor

Carles Giró Mañas et al. J Am Chem Soc. .
Free article

Abstract

A fully diastereoselective total synthesis of the lycorenine-type Amaryllidaceae alkaloid (+/-)-clivonine (19) is reported via a route that employs for the first time a biomimetic ring-switch from a lycorine-type progenitor, thereby corroborating experimentally the biogenetic hypothesis first expounded for these compounds by Barton in 1960.

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