Chemistry of renieramycins. Part 9: Stereocontrolled total synthesis of (±)-renieramycin G

Autor:	Masashi Yokoya, Kimiko Shinada-Fujino, Naoki Saito
Rok vydání:	2011
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Renieramycin G Organic Chemistry Drug Discovery Lactam Total synthesis Organic chemistry Stereoselectivity Biochemistry Isomerization
Zdroj:	Tetrahedron Letters. 52:2446-2449
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2011.02.055
Popis:	A 25-step stereocontrolled total synthesis of (±)-renieramycin G (1g) from readily available 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde (3) is described. This synthesis features the concise construction of the pentacyclic framework using the stereoselective Pictet–Spengler type cyclization reaction of lactam (14) with ethyl diethoxyacetate, followed by the base-catalyzed isomerization of the C-1 stereo center.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::80ecb0f592efc5c61c2755820cb267d6 https://doi.org/10.1016/j.tetlet.2011.02.055 Zobrazit plný text záznamu Full Text from ScienceDirect