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Camphor Sulfonyl Hydrazines (CaSH) as Organocatalysts in Enantioselective Diels−Alder Reactions

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journal contribution
posted on 19.06.2008, 00:00 by Hao He, Bao-Jian Pei, Ho-Hsuan Chou, Tian Tian, Wing-Hong Chan, Albert W. M. Lee
Cyclic sulfonyl hydrazine was demonstrated for the first time as a new functionality for organocatalysis. A series of six-membered cyclic hydrazines derived from camphor sulfonic acid were synthesized. With trichloroacetic acid as cocatalyst, they are efficient organocatalysts for enantioselective Diels−Alder reactions with good chemical yields and up to 96% ee. The reactions took place in brine at 0 °C to room temperature.