ACYLOXYMETHYL AS AN ACTIVATING GROUP IN LIPASE-CATALYZED ENANTIOSELECTIVE HYDROLYSIS - A VERSATILE APPROACH TO CHIRAL 4-ARYL-1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATES

被引:56
作者
EBIIKE, H [1 ]
TERAO, Y [1 ]
ACHIWA, K [1 ]
机构
[1] UNIV SHIZUOKA, SCH PHARMACEUT SCI, 395 YADA, OYA, SHIZUOKA 422, JAPAN
关键词
1,4-DIHYDROPYRIDINE; LIPASE; ENANTIOSELECTIVE HYDROLYSIS; ACYLOXYMETHYLESTER; CALCIUM ANTAGONIST;
D O I
10.1016/S0040-4039(00)93560-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first practical syntheses of chiral 4-aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylates, which are attractive compounds as new calcium antagonists, were realized by lipase-catalyzed enantioselective hydrolysis of the acyloxymethyl esters. The monoesters obtained were revealed to have high optical purity and demonstrated to be useful chiral synthons.
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页码:5805 / 5808
页数:4
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