Synthesis of novel polyyne analogues of sphingoid base via an iterative acetylene homologation sequence.
Org Lett
; 9(11): 2127-30, 2007 May 24.
Article
en En
| MEDLINE
| ID: mdl-17472395
ABSTRACT
The first syntheses of polyyne-containing sphingoid base analogues were achieved by employing our iterative strategy that uses a two-step acetylene homologation sequence. In this process, a bromoalkyne is homologated by one acetylene unit through a Pd-catalyzed cross-coupling with a TIPS-protected acetylene and a subsequent in situ AgF-mediated desilylative bromination. Repeating this homologation sequence followed by cross-coupling with the long-chained terminal acetylene provides access to the polyyne framework in good overall yields.
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01-internacional
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MEDLINE
Asunto principal:
Acetileno
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Esfingolípidos
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Poliinos
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2007
Tipo del documento:
Article