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Synthesis of (–)‐Cryptopleurine by Combining Gold(I) Catalysis with a Free Radical Cyclization
Author(s) -
Stoye Alexander,
Opatz Till
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403700
Subject(s) - chemistry , radical cyclization , phenanthrene , catalysis , ring (chemistry) , combinatorial chemistry , free radical reaction , stereochemistry , organic chemistry , radical
( R )‐(–)‐Cryptopleurine, a highly cytotoxic alkaloid found in Cryptocarya and Boehmeria species, was synthesized in high optical purity using a gold(I)‐NHC catalyzed cyclization of an unsymmetrical phenanthrene precursor combined with a free radical cyclization to achieve closure of the C‐ring.
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