Enantioselective Synthesis of Protease Inhibitors and AntiHIV Agents  

作　　者：WANG Zhe 

出　　处：《Chemical Research in Chinese Universities》2001年第z1期119-,共1页高等学校化学研究（英文版）

摘　　要：Part 1: A highly enantio-and diastereoselective Ireland-Claisen rearrangement of chiral C3(acyloxy)-vinyl silanes for the synthesis of anti-disubstituted succinic acid, an important intermediate for matrix metalloprotease inhibitors, has been developed (enantio-and anti/syn selectivities up to 95% and 38/1). The diastereoselectivity of this reaction was found to be sensitive to remote hydroxyl protecting groups, for example, with-OMOM group, the anti/syn ratio was 19/1, while with-OTBDMS, the ratio was 38/1. The resultant Ireland-Claisen rearrangement product was applied to the synthesis of macrocyclic MMP inhibitors, such as SL 422.

分 类 号：O6[理学—化学]