Enantioselective synthesis of α-hydroxy thioesters via oxazaborolidine-mediated reduction of α-phenylthio enones

Autor:	Marta Cavero, Jordi Garcia, Ramon Berenguer, Montse Muñoz
Rok vydání:	1998
Předmět:	Reduction (complexity) Coupling (electronics) chemistry.chemical_compound Ozonolysis chemistry Organic Chemistry Drug Discovery Enantioselective synthesis Borane Biochemistry Combinatorial chemistry
Zdroj:	Tetrahedron Letters. 39:2183-2186
ISSN:	0040-4039
Popis:	α-Phenylthio-α,β-alkenones ( 2 ), readily available by Pd(II)-catalysed coupling of ( E )-1-phenylthio-1-tributylstannylhex-1-ene with the corresponding acid chlorides, have been treated with borane in the presence of phenylglycine- or proline-derived oxazaborolidines to afford 2-phenylthio-2-alken-1-ols ( 3 ) with good to excellent enantioselectivities. Ozonolysis of 3 provides a new and efficient route to chiral α-hydroxy thioesters 4 .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2347b1c4458ed3e94515b9d7fb74de7f https://doi.org/10.1016/s0040-4039(98)00170-1 Zobrazit plný text záznamu Full Text from ScienceDirect