First-Generation Approach Synthesis of Tethered Diacid

First-Generation Approach Synthesis of Tethered Diacid 

Although 8 consisted of two diastereomers, only one of the stereocenters in 8, C(8), was to be preserved beyond the next stage of the synthesis. As a result, the synthesis of 1 could have been rendered enantioselective by beginning with enantiopure 9 or, for example, the ditosylate of enantiopure 1,3-butanediol. At this stage, however, we did not feel that it was necessary to pursue an enantioselective synthesis of 1. 

First-Generation Approach Diastereoselectivity Problem in Double Michael 

FIGURE 5. Double Michael adducts that undergo diastereomer equilibration via retro-Michael-Michael reactions. 

Second-Generation Approach The Double Michael, Pinner, and Dieckmann Reactions 

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IV. First-Generation Approach Synthesis of Tethered Diacid 5... 

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