Diastereo- and Enantioselective Syntheses of Heteroaryloxiranes |
Arkivoc 2004, XIV, 61 |
L. Troisi,L. De Vitis, C. Granito, P. Metrangolo, T. Pilati, and L. Ronzini |
Arkat-USA, Inc. |
á-chloroheteroarylalkyllithiums generated by deprotonation of 2-(1-chloroalkyl)-heterocycles
with n-BuLi in THF at ?78 °C, were found to react as Darzens-type reagents with racemic and
optically pure 2- and 3-methylcyclohexanones. Heteroaryloxiranes containing new stereocentres
were isolated in a diastereo- and enantioselective manner.
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