DHQ)2AQN-catalyzed asymmetric substitution of isatin-derived hydrazones with O-Boc-protected Morita-Baylis-Hillman adducts: A strategy for synthesizing enantioenriched azo compounds incorporating an oxindole scaffold.

Hai-Bin Yang, Yun-Zhou Zhao, Rui Sang, Min Shi

The Journal of organic chemistry 2014 Apr 18

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The first example for the preparation of enantioenriched azo compounds from hydrazones and Morita-Baylis-Hillman adducts has been developed, affording azo compounds incorporating an oxindole scaffold in up to 91% yield along with a 93% ee value under the catalysis of (DHQ)2AQN.

Citation

Hai-Bin Yang, Yun-Zhou Zhao, Rui Sang, Min Shi. DHQ)2AQN-catalyzed asymmetric substitution of isatin-derived hydrazones with O-Boc-protected Morita-Baylis-Hillman adducts: A strategy for synthesizing enantioenriched azo compounds incorporating an oxindole scaffold. The Journal of organic chemistry. 2014 Apr 18;79(8):3519-28