Synthetic Studies towards Pyrido[1,2-a]azepine Stemona Alkaloids

Autor:	Thorsten Bach, Camilla Mayer, Martin Morgenstern, Alexander Pöthig
Rok vydání:	2022
Předmět:	Organic Chemistry Catalysis
Zdroj:	Synthesis. 55:1671-1689
ISSN:	1437-210X 0039-7881
Popis:	The carbon skeleton of the Stemona alkaloids stemokerrin and cochinchistemonine was assembled from three building blocks (a piperidine, a furan, and a tetronate). Key steps linking the fragments included a Stille cross-coupling (piperidine/furan) and an aldol-type addition of a tetronate. The furan served as a latent 1,4-difunctional compound which was converted into a γ-ketolactone by a type II photooxygenation. Attempts to construct the C12–C13 double bond of stemokerrin by a late-stage oxidation or by an elimination remained unsuccessful. The non-natural products dihydrostemokerrin and furostemokerrin were obtained instead.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f0a6b1a8f68d19140520df47c2147231 https://doi.org/10.1055/a-1777-2477 Zobrazit plný text záznamu