Nonactin Schmidt synthesis

Schmidt and co-workers reported the first stereoselective synthesis of both enantiomers of a nonactic acid derivative, as well as nonactin itself.As depicted in Scheme 4.30, 2-lithiofuran was reacted with (S)-propylene oxide to... 

Schmidt and his co-workers (74) were the first to report a synthesis of nonactin from enantiomerically enriched components (Scheme 43). Potassium (-)-nonactate 321, prepared from... 

Schmidt and his co-workers also reported the synthesis of nonactin (Scheme 45) (77) by cyclodimerisation of (-)-nonactinyl-(+)-nonactic acid 336 (=326), which was treated successively... 

This synthesis of calcimycin was one of the first total syntheses of an ionophore. It was preceeded by syntheses of nonactin (Gerlach and Schmidt), followed shortly by syntheses of lasalocid A (X537A) (Ireland), and then by the landmark syntheses of monensin (2) developed by Kishi and Still. The Evans synthesis illustrates the importance of symmetry in synthesis design, and documented observations that were clearly useful to those that followed. The synthesis suffered somewhat from stereocontrol, particularly... 

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