Tetrahydroquinoline alkaloids asymmetric synthesis

Scheme 10.17 Asymmetric synthesis of tetrahydroquinoline alkaloids and drug.

Asymmetric hydrogenation of quinolines activated by chloroformates also pro vided a convenient route to synthesize optically active tetrahydroquinoline alkaloids (Scheme 10.23). They also applied this methodology to total synthesis of some alkaloids [31]. For instance, reduction ofhydrogenation products with LiA]H4 in Et2O gives the N methylation products in high yields, which are the naturally occurring tetrahydroquinoline alkaloids. 

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