156. Camphor as a natural source of chirality in asymmetric synthesis
     Oppolzer, W.
     Pure Appl. Chem. 1990, 62, 1241-1250

The readily available enantiomers of bornane(10,2)sultam serve as efficient, versatile and practical chiral auxiliaries. A selection of highly χ-face-selective reactions of their N-enoyl derivatives (Diels-Alder additions, dihydroxylations, 1,4-additions) as well as of their 0-metalated N,O-ketene acetals (aldolizations, alkylations, brominations, "aminations") are described. Applications to the syntheses of natural products and, particularly, of enantiomerically pure α-amino acids demonstrate their preparative potential.

DOI : 10.1351/pac199062071241 

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