185420-82-0Relevant articles and documents
Chemical differentiation of enantiotopic groups: Diastereoselective opening of a prochiral dilactone
Deseke, Eckart,Hoyer, Wolfgang,Winterfeldt, Ekkehard
, p. 14577 - 14598 (2007/10/03)
Prochiral dilactone 1 has been synthesized and subjected to diastereoselective nucleophilic opening. The structural features of chiral, enantiomerically pure nucleophiles have been optimized regarding their capability to perform prochiral recognition at dilactone 1. 3-Ketoglutaric mono acid products 2 of dilactone opening, which are versatile building blocks for natural product synthesis, have been obtained in diastereomeric ratios up to 84:16 and were enriched by subsequent crystallization to 97.5:2.5.