Enantioselective synthesis of the 6,8-dioxabicyclo-[3.2.1]octane skeleton by asymmetric dihydroxylation

Autor:	Joseph A. Turpin, Leland Otto Weigel
Rok vydání:	1992
Předmět:	Bicyclic molecule Stereochemistry Organic Chemistry Acetal Enantioselective synthesis Biochemistry Hydroxylation chemistry.chemical_compound chemistry Dihydroxylation Drug Discovery Organic chemistry Sharpless asymmetric dihydroxylation Octane
Zdroj:	Tetrahedron Letters. 33:6563-6564
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)60985-1
Popis:	Sharpless asymmetric dihydroxylation (AD) of 6-hepten-2-one with AD-mix-α® followed by acidification gives (1S,SR)-5-methyl- 6,8-dioxabicyclo[3.2.1]octane in moderate ee. This methodology defines a two-pot enantioselective construction of the (−)- frontalin and brevicomin skeleton from the corresponding 2-alkyl-1,3-dithiane and 5-bromo-1-hexene derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9d91b94d543f09995cb97e19dde9e8e9 https://doi.org/10.1016/s0040-4039(00)60985-1 Zobrazit plný text záznamu