The structures of cyclic aminals from aldehydes and "roofed" mono-N-sulfonyl cis-diamines.

Abstract

Racemic Aldehydes were converted into aminals by using "roofed" mono-N-sulfonyl cis-diamines. Diastereomeric aminals could be separated by silica-gel TLC. The whole configuration of each aminal could be determined by NMR analyses. The chiral reagents were prepared from aminals of racemic reagents and a chiral aldehyde. The reverse may be also true. Epimerization of some aminal remains to be solved. Abbreviations: RDA-Ms: N-(12-amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-methylsulfonamide; RDA-Ts: N-(12-amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-4-methylbenzenesulfonamide; RDA-1Nps: N-(12-amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-1-　naphthylsulfonamide; RDA-2Nps: N-(12-amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-2-naphthylsulfonamide.