FIRST ENANTIOSELECTIVE SYNTHESIS OF (-)-AKAGERINE BY A CHEMOENZYMATIC APPROACH
FIRST ENANTIOSELECTIVE SYNTHESIS OF (-)-AKAGERINE BY A CHEMOENZYMATIC APPROACH
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DOI：
10.1021/jo00113a034
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发表时间：
1995-04-21
影响因子：
3.6
通讯作者：
PASSARELLA, D
中科院分区：
文献类型：
--
作者：
DANIELI, B;LESMA, G;PASSARELLA, D
以易得的(1S，2R)-环己烯-二甲醇单乙酸酯4为原料，以立体控制的方法有效地合成了(-)-阿卡格林(1)。关键步骤是14a的C(17)/C(18)键的断裂和双醛16的区域和立体选择性环化，得到阿卡格林的四环骨架。
(-)-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.