RESUMEN
[reaction: see text] A stepwise [3+3] annelation sequence to tetrahydropyridines via addition of the Büchi Grignard to aziridines has been developed. These intermediates can be further functionalized with good regio- and stereocontrol and this methodology has been employed in the stereoselective formal synthesis of (-)-dihydropinidine.
Asunto(s)
Piperidinas/síntesis química , Piridinas/síntesis química , Catálisis , Estructura Molecular , EstereoisomerismoRESUMEN
The synthesis of a functionalized spiropiperidine via a tandem ring closing metathesis strategy is described, furthermore, the regio- and stereoselective functionalization of this compound has been achieved through a novel nitrogen-directed epoxidation reaction.
RESUMEN
A novel [3+2]-cycloaddition reaction of alkynylboronates and nitrile oxides gave the title compound, C(22)H(32)BNO(3), as a single regioisomer. The X-ray crystal structure analysis of this compound shows two independent molecules in the asymmetric unit, each with approximately coplanar isoxazole and boronate rings.