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Asymmetric Double Aldol Reactions

No.106(April 2002)
A1535
(1S,2R)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Acetate (1a)
A1534
(1R,2S)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Acetate (1b)
The aldol reactions of the acetate esters 1 and a variety of aldehydes provide bis-aldol products via novel double aldol reactions with high diastereoselectivity, which has been reported by A. Abiko, S. Masamune et al. These products 2 serve as the starting materials for the synthesis of chiral triols 3 of C3 symmetry. Compounds of C3 symmetry have attracted much attention as valuable ligands for asymmetric catalysts.

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