We have established, for the first time, a practical synthesis of chiral 1,1'-binaphthyl-2,2'-disulfonic acid (BINSA 1) from inexpensive BINOL. An efficient enantioselective catalysis in the Mannich-type reactions of diketones and ketoester equivalents with aldimines was developed using chiral 1-achiral 2,6-diarylpyridine (2) combined salts, which acted as convenient chiral tailor-made Brønsted acid-base organocatalysts in situ.
Page 306. Figure 2 should have shown the X-ray crystal structure of compound 41, but the structure of compound 28 appeared instead. Figure 2 with the correct X-ray crystal structure for compound 41 is shown below.
Amines Q 0120Pyridinium 1,1'-Binaphthyl-2,2'-disulfonates as Highly Effective Chiral Broensted Acid-Base Combined Salt Catalysts for Enantioselective Mannich-Type Reaction. -The combination of BINSA with an achiral diarylpyridine affords highly enantioselective catalysts for the reaction of arylaldimines with a variety of 1,3-diketones and a 1,3-ketoester equivalent. -(HATANO, M.; MAKI, T.; MORIYAMA, K.; ARINOBE, M.; ISHIHARA*, K.; J.
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