Give me five! An organocatalyzed two-component domino reaction has been developed in which two new CC bonds and five stereocenters are created in a one-pot fashion (see scheme; DABCO=1,4-diazabicyclo[2.2.2]octane, TMS=trimethylsilyl). The striking features of this transformation are the high preference for one diastereomer (out of 32 possible isomers) and enantioselectivities of up to 94 %.
How to make five contiguous stereocenters in one reaction: asymmetric organocatalytic synthesis of pentasubstituted cyclohexanes / Reyes E; Jiang H; Milelli A; Elsner P; Hazell RG; Jørgensen KA. - In: ANGEWANDTE CHEMIE. - ISSN 1521-3773. - STAMPA. - 46:(2007), pp. 9202-9205. [10.1002/anie.200704454]
How to make five contiguous stereocenters in one reaction: asymmetric organocatalytic synthesis of pentasubstituted cyclohexanes.
MILELLI, ANDREA;
2007
Abstract
Give me five! An organocatalyzed two-component domino reaction has been developed in which two new CC bonds and five stereocenters are created in a one-pot fashion (see scheme; DABCO=1,4-diazabicyclo[2.2.2]octane, TMS=trimethylsilyl). The striking features of this transformation are the high preference for one diastereomer (out of 32 possible isomers) and enantioselectivities of up to 94 %.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
