Synthesis of the Bryostatin 1 Northern Hemisphere (C1−C16) via Desymmetrization by Ketalization/Ring-Closing Metathesis

Autor:	Steven D. Burke, Paul A. Roethle, Eric A. Voight, Hassan Seradj
Rok vydání:	2004
Předmět:	Molecular Structure Bryostatin 1 Stereochemistry Chemistry Organic Chemistry Antineoplastic Agents Bryostatins Metathesis Biochemistry Desymmetrization Bridged Bicyclo Compounds Acetals Ring-closing metathesis Cyclization Alkanes Stereoselectivity Macrolides Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 6:4045-4048
ISSN:	1523-7052 1523-7060
Popis:	[reaction: see text] Synthesis of the northern hemisphere (C1-C16) of bryostatin 1, a potent anticancer agent, has been accomplished in 14 steps and 11% overall yield via desymmetrization by ketalization/ring-closing metathesis. A 2,9-dioxabicyclo[3.3.1]nonane template facilitated stereoselective A-ring functionalization, while an efficient hetero-Diels-Alder reaction was used to elaborate the B-ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6d4582736d0bcfb47d600dd96df03fda https://doi.org/10.1021/ol0483044 Zobrazit plný text záznamu