Enantioselective Tandem O-Nitroso Aldol/Michael Reaction
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- 22 April 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (19), 5962-5963
- https://doi.org/10.1021/ja049741g
Abstract
This communication presents studies that illustrated nitroso Diels−Alder adduct has been obtained in uniformly high enantioselectivity via a tandem nitroso aldol/Michael reaction using an amine catalyst. The regiochemical outcome of this construction is documented to be the opposite to that of the normal nitroso aldol reaction, which has been determined by X-ray analysis. The reaction of the enone with silver−BINAP catalyst has also been investigated in conjunction with the control of regiochemistry in a stepwise process.Keywords
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