AN EFFICIENT ENANTIOSELECTIVE TOTAL SYNTHESIS OF ANTITUMOR LIGNANS - SYNTHESIS OF ENANTIOMERICALLY PURE 4-HYDROXYALKANENITRILES VIA AN ENZYMATIC-REACTION
AN EFFICIENT ENANTIOSELECTIVE TOTAL SYNTHESIS OF ANTITUMOR LIGNANS - SYNTHESIS OF ENANTIOMERICALLY PURE 4-HYDROXYALKANENITRILES VIA AN ENZYMATIC-REACTION
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DOI：
10.1021/jo00073a034
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发表时间：
1993-10-08
影响因子：
3.6
通讯作者：
NISHIYAMA, S
中科院分区：
文献类型：
--
作者：
ITOH, T;CHIKA, J;NISHIYAMA, S
通过使用脂肪酶PS（假单胞菌属）的酶促反应实现光学纯4-羟基烷腈la-f的有效制备。利用光学纯的（R）-4-羟基-3-[[3，4-（亚甲二氧基）苯基]甲基]丁腈（1a）对映选择性地合成了三种抗肿瘤木脂素：（-）-hinokinin、（-）-isodeoxypodophyllotoxin和（+）-isostegane。
Efficient preparation of optically pure 4-hydroxyalkanenitriles, la-f, was achieved via an enzymatic reaction using lipase PS (Pseudomonas sp.). Optically pure (R)-4-hydroxy-3-[[3,4-(methylenedioxy)phenyl]methyl]butanenitrile (1a) was applied to the enantioselective synthesis of three types of antitumor lignans, (-)-hinokinin, (-)-isodeoxypodophyllotoxin, and (+)-isostegane.