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A Stereoselective Route to Guanacastepene A through a Surprising Epoxidation
Author(s) -
Lin Songnian,
Dudley Gregory B.,
Tan Derek S.,
Danishefsky Samuel J.
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020617)41:12<2188::aid-anie2188>3.0.co;2-j
Subject(s) - stereoselectivity , breast cancer , work (physics) , cancer , engineering , medicine , chemistry , organic chemistry , catalysis , mechanical engineering
An external oxidant approaches syn to the isopropyl and methyl substituents on the five‐membered ring of 1 . This surprising and selective epoxidation was exploited in the total synthesis of guanacastepene A ( 2 ).