Diastereo- and enantioselective synthesis of allylsilane. A useful C-ring fragment of taxol

Autor:	Hiroyuki Kusama, Takeshi Mori, Hajime Kashima, Isao Kuwajima, Ikuo Mitani
Rok vydání:	1997
Předmět:	Quenching (fluorescence) Fragment (computer graphics) Stereochemistry Organic Chemistry Enantioselective synthesis Vinyl ether Biochemistry Pyrone Cycloaddition chemistry.chemical_compound chemistry Drug Discovery medicine Moiety medicine.drug
Zdroj:	Tetrahedron Letters. 38:4129-4132
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(97)00843-5
Popis:	Enantioselective synthesis of a taxol C-ring fragment containing an allylsilane moiety is described. Diastereoselective [4 + 2] cycloaddition of the pyrone with ( R )- t -butylbenzyl vinyl ether followed by appropriate transformations gave a mixture of two regioisomeric cyclohexenyl sulfides, which was converted to the title compound with almost complete diastereo- and enantioselectivities by treating with Li and 4,4′-di- t -butylbiphenyl followed by quenching with chlorotrimethylsilane.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::315fc90de91f207021d90dfbeb5bcdb8 https://doi.org/10.1016/s0040-4039(97)00843-5 Zobrazit plný text záznamu Full Text from ScienceDirect