Efficient Enantioselective Total Synthesis of (−)‐Horsfiline. Issue 29 (7th June 2013)

• Record Type: Journal Article
• Authors: Hong, Suckchang; Jung, Myunggi; Park, Yohan; Ha, Min Woo; Park, Cheonhyoung; Lee, Myungmo; Park, Hyeung‐geun
• Is Part Of: Chemistry. Volume 19:Issue 29(2013)
• Page Start: 9599
• Page End: 9605
• Publication Date: 2013-06-07
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201301008
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A new efficient and concise enantioselective synthetic method for (−)‐horsfiline is reported. (−)‐Horsfiline could be obtained from diphenylmethyl <italic>tert</italic>‐butyl malonate in 9 steps (32 %, &gt;99 % <italic>ee</italic>) by using the enantioselective phase‐transfer catalytic allylation (91 % <italic>ee</italic>) 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.</p> </abstract>