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.
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 %.File in questo prodotto:
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