Enantioselective Diels-Alder reactions of 1,2-dihydropyridines with acroleins using a novel chiral oxazolidine organocatalyst afforded chiral isoquinuclidines that is an efficient synthetic intermediate of oseltamivir, with fairly good chemical yield and excellent enantioselectivity (90%, up to >99% ee).

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Enantioselective aldol reactions of various isatins with ketones using newly designed amino amide organocatalysts were found to provide chiral 3‐substituted 3‐hydroxy‐2‐oxindoles in good to excellent yields and with excellent stereoselectivities (up to 99 %, up to 98 % ee, syn/anti = 99:1); one catalyst, 3i, proved particularly successful. One of the resulting oxindoles, 3‐hydroxy‐3‐(2‐oxocyclohexyl)‐2‐indolinone may serve as a synthetic intermediate for pharmaceutically important compounds and, in its own right, shows interesting anticonvulsant activities.

The Ru‐catalyzed dehydrogenative silylation of 2‐alkyloxazolines with 1,1,1,3,5,5,5‐heptamethyltrisiloxane took place site‐selectively at methyl C(sp3)−H bonds located γ to the nitrogen atom of the oxazolyl groups. Pyridine and pyrazole rings could also be used as a directing group. A catalytic mechanism based upon successive σ‐bond metathesis is proposed.