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Stereocontrolled Total Synthesis of (+)‐UCS1025A
Author(s) -
Uchida Kenji,
Ogawa Takahiro,
Yasuda Yoshinori,
Mimura Hiraku,
Fujimoto Teppei,
Fukuyama Tohru,
Wakimoto Toshiyuki,
Asakawa Tomohiro,
Hamashima Yoshitaka,
Kan Toshiyuki
Publication year - 2012
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/anie.201207800
Subject(s) - moiety , total synthesis , intramolecular force , stereoselectivity , wittig reaction , tandem , hemiaminal , stereochemistry , computer science , chemistry , combinatorial chemistry , organic chemistry , engineering , catalysis , aerospace engineering
Under control : A stereocontrolled total synthesis of (+)‐UCS1025A, a potent telomerase inhibitor, was achieved. The synthesis features an intramolecular Diels–Alder reaction, a tandem Staudinger/aza‐Wittig reaction, and stereoselective construction of the hemiaminal moiety facilitated by neighboring‐group participation.