1,8-Stereocontrol by 1,5-induction using an allylstannane followed by a 2,3-Wittig rearrangement: Diastereoselective total synthesis of (±)-epipatulolide C

Autor:	Andrew Peter Thomas, Eric J. Thomas, E. Kate Dorling
Rok vydání:	1999
Předmět:	Epipatulolide C Organic Chemistry chemistry.chemical_element Total synthesis 2 3-Wittig rearrangement Biochemistry Chloride Medicinal chemistry Coupling (electronics) chemistry Drug Discovery medicine Tin medicine.drug
Zdroj:	Tetrahedron Letters. 40:475-476
ISSN:	0040-4039
Popis:	The relative configurations of 1,8-stereogenic centres can be controlled by coupling the tin(IV) chloride promoted reactions of aldehydes with 4-alkoxypent-2-enylstannanes, which proceed with excellent 1,5-induction, with a 2,3-Wittig rearrangement: this approach has been used to complete a diastereoselective synthesis of (±)-epipatulolide C 16 .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fcc8f4cb3629ae7f2f3366c57a42acfd https://doi.org/10.1016/s0040-4039(98)02428-9 Zobrazit plný text záznamu Full Text from ScienceDirect