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 %.
Reyes E, Jiang H, Milelli A, Elsner P, Hazell RG, Jørgensen KA (2007). How to make five contiguous stereocenters in one reaction: asymmetric organocatalytic synthesis of pentasubstituted cyclohexanes. ANGEWANDTE CHEMIE, 46, 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.
