Synthesis of (−)-deoxynupharidine by allenic hydroxylamine cyclisation
Bates, Roderick Wayland
Lim, Chia Juan
Collier, Steven J.
Date of Issue2015
School of Physical and Mathematical Sciences
(−)-Deoxynupharidine has been synthesised via an intermediate that can also be used for other Nuphar alkaloids. Significant steps include the optimised enzymatic resolution of an allenic alcohol, highly diastereoselective silver-catalysed cyclisation of an allenic hydroxylamine, selective cross-metathesis, diastereoselective intramolecular reductive amination, and stereoelectronically controlled enolate alkylation.
Asian journal of organic chemistry
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.