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Highly Diastereo- and Enantioselective Mukaiyama Aldol Reactions Catalyzed by Hydrogen Bonding


  • This work was supported by the NSF and the NIH. Dr. Ian Steele is acknowledged for determination of the X-ray crystal structure shown in Figure 1.


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Enzyme lite: Like a minimalist enzyme, a simple chiral alcohol of the taddol family, 1, catalyzes Mukaiyama aldol reactions between silyl enolates of amides and aldehydes to afford products with high diastereo- and enantioselectivities (see scheme; TBS=tert-butyldimethylsilyl).

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