Organocatalytic oxa/aza-Michael-Michael cascade strategy for the construction of spiro [chroman/tetrahydroquinoline-3,3'-oxindole] scaffolds.

Org Lett

School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.

Published: August 2013

A new useful and effective chiral amine-catalyzed oxa- and aza-Michael-Michael cascade methodology for the construction of enantiomerically enriched indolinones spiro-fused with chromans or tetrahydroquinolines is reported. By employing suitable organocatalysts depending on the different Michael donors (Ar-OH/Ar-NHR), the processes offered excellent stereocontrol (dr >20:1, >99% ee) under mild conditions.

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http://dx.doi.org/10.1021/ol401595gDOI Listing

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Organocatalytic oxa/aza-Michael-Michael cascade strategy for the construction of spiro [chroman/tetrahydroquinoline-3,3'-oxindole] scaffolds.

Org Lett

August 2013

School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.

A new useful and effective chiral amine-catalyzed oxa- and aza-Michael-Michael cascade methodology for the construction of enantiomerically enriched indolinones spiro-fused with chromans or tetrahydroquinolines is reported. By employing suitable organocatalysts depending on the different Michael donors (Ar-OH/Ar-NHR), the processes offered excellent stereocontrol (dr >20:1, >99% ee) under mild conditions.

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