Double Diastereoselective, Nucleophile-Catalyzed Aldol Lactonizations (NCAL) Leading to beta-Lactone Fused Carbocycles and Extensions to beta-Lactone Fused Tetrahydrofurans

[摘要]：A double diastereoselective variant of the nucleophile-catalyzed aldol lactonization (NCAL) process is described. This strategy delivers beta-lactone-fused carbocycles with good to excellent diastereoselectivities using cinchona alkaloid catalysts with enantioenriched aldehyde acids, which gave low diastereoselectivity based on substrate control alone. beta-Lactone-fused tetrahydrofurans are also prepared for the first time via the NCAL process; however, diastereoselectivity was only modestly improved when applying double diastereodifferentiation to these systems.

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