FIRST ENANTIOSELECTIVE SYNTHESIS OF (-)-AKAGERINE BY A CHEMOENZYMATIC APPROACH

被引:25
作者
DANIELI, B [1 ]
LESMA, G [1 ]
MAURO, M [1 ]
PALMISANO, G [1 ]
PASSARELLA, D [1 ]
机构
[1] UNIV MILAN,CNR,CTR STUDIO SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
关键词
D O I
10.1021/jo00113a034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Akagerine (1) was synthesized in an efficient and stereocontrolled fashion from the readily available (1S,2R)-cyclohexenedimethanol monoacetate 4. Key steps were the cleavage of the C(17)/C(18) bond of 14a and the regio- and stereoselective cyclization of the dialdehyde 16 to give the tetracyclic skeleton of akagerine.
引用
收藏
页码:2506 / 2513
页数:8
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