Efficient Enantioselective Total Synthesis of (−)‐Horsfiline |
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| Authors: | Suckchang Hong Myunggi Jung Yohan Park Min Woo Ha Cheonhyoung Park Dr. Myungmo Lee Prof. Dr. Hyeung‐geun Park |
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| Affiliation: | 1. Institute of Pharmaceutical Sciences and College of Pharmacy, Seoul National University, Seoul 151‐742 (Korea), Fax: (+82)?2872‐9129;2. College of Pharmacy, Inje University, 607 Obang‐dong, Gimhae, Gyeongnam 621‐749 (Korea) |
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| Abstract: | A new efficient and concise enantioselective synthetic method for (?)‐horsfiline is reported. (?)‐Horsfiline could be obtained from diphenylmethyl tert‐butyl malonate in 9 steps (32 %,>99 % ee) by using the enantioselective phase‐transfer catalytic allylation (91 % ee) as the key step. This approach can be applied as a practical route for the large‐scale synthesis of spirooxindole natural products, which enables a systematic investigation of their biological activity to be performed. |
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| Keywords: | allylation enantioselectivity synthetic methods total synthesis horsfiline |
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