Versatile asymmetric synthesis of the kavalactones: first synthesis of (+)-kavain.
Org Lett
; 6(14): 2317-20, 2004 Jul 08.
Article
en En
| MEDLINE
| ID: mdl-15228268
ABSTRACT
[reaction see text] Three asymmetric pathways to the kavalactones have been developed. The first method is chiral auxiliary-based and utilizes aldol reactions of N-acetyl thiazolidinethiones followed by a malonate displacement/decarboxylation reaction. The second approach uses the asymmetric catalytic Mukaiyama additions of dienolate nucleophile equivalents developed by Carreira and Sato. Finally, tin-substituted intermediates, prepared by either of these routes, can serve as advanced general precursors of kavalactone derivatives via Pd(0)-catalyzed Stille couplings with aryl halides.
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Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Pironas
/
Lactonas
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2004
Tipo del documento:
Article
País de afiliación:
Estados Unidos