Iridium complex-catalyzed highly enantio- and diastereoselective [2+2+2] cycloaddition for the synthesis of axially chiral teraryl compounds.
J Am Chem Soc
; 126(27): 8382-3, 2004 Jul 14.
Article
en En
| MEDLINE
| ID: mdl-15237987
ABSTRACT
An asymmetric [2+2+2] cycloaddition of an alpha,omega-diyne, possessing ortho-substituted aryl groups on its terminus, and a monoalkyne with oxygen functionalities gave various axially chiral teraryl compounds. The coupling proceeded with extremely high enantio- (>99.5% ee) and diastereoselectivities (dl/meso = >95/5) when catalyzed by an iridium-chiral phosphine complex. As the products were readily transformed into diol compounds by deprotection without racemization, the present procedure provides access to a new chiral pool of diol compounds with C2 symmetry.
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MEDLINE
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En
Revista:
J Am Chem Soc
Año:
2004
Tipo del documento:
Article
País de afiliación:
Japón