Publications [#233674] of Andrew T. McPhail
Journal Articles
- Chackalamannil, S; Davies, R; McPhail, AT, "Total synthesis of himandravine.", Organic lettersMay,, 2001, 3(10), 1427-1429 [11388833], [doi].
(last updated on 2026/01/21)Abstract:
[reaction: see text] The first total synthesis of (+)-himandravine (1) is described, starting from (2S,6S)-cis-2-formyl-6-methyl-N-Boc-piperidine (8) in 11 linear steps and 17% overall yield. The key step involves a highly diastereoselective intramolecular Diels-Alder reaction of the key intermediate 5 that contains the entire latent carbon framework and functional group substitution of himandravine.