Efficient Enantioselective Total Synthesis of (−)‐Horsfiline | Zendy

Hong Suckchang | Zendy; Jung Myunggi | Zendy; Park Yohan | Zendy; Ha Min Woo | Zendy; Park Cheonhyoung | Zendy; Lee Myungmo | Zendy; Park Hyeunggeun | Zendy

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Efficient Enantioselective Total Synthesis of (−)‐Horsfiline

Author(s) -

Hong Suckchang,

Jung Myunggi,

Park Yohan,

Ha Min Woo,

Park Cheonhyoung,

Lee Myungmo,

Park Hyeunggeun

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201301008

Subject(s) - enantioselective synthesis , total synthesis , computer science , chemistry , stereochemistry , organic chemistry , catalysis

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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