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A Facile Stereocontrolled Approach to CF 3 ‐Substituted Triarylethenes: Synthesis of Panomifene
Author(s) -
Liu Xinyu,
Shimizu Masaki,
Hiyama Tamejiro
Publication year - 2004
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.200353032
Subject(s) - stereoselectivity , combinatorial chemistry , chemistry , computer science , catalysis , stereochemistry , organic chemistry
The stereoselective preparation and Pd‐catalyzed cross‐coupling reaction of boronates 2 provides a new general and convenient route to CF 3 ‐substituted triaryl ethenes 3 , in which the CF 3 and Ar 3 groups are cis to each other. The synthetic potential was demonstrated by the total synthesis of panomifene (Ar 1 =Ar 3 =Ph, Ar 2 =4‐(OHCH 2 CH 2 NHCH 2 CH 2 O)‐C 6 H 4 ). Bpin=(pinacolato)boryl.