Premium
Efficient and General Synthetic Approach to Pentasubstituted Conjugated Dienes Using Site‐Selective Coupling of Cuprates with 1,4‐Diiodo‐1,3‐alkadienes as the Key Reaction
Author(s) -
Nakajima Ryota,
Delas Christophe,
Takayama Yuuki,
Sato Fumie
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(20020816)41:16<3023::aid-anie3023>3.0.co;2-n
Subject(s) - chemistry , conjugated system , silylation , alkyl , aryl , coupling reaction , molecule , substitution (logic) , substitution reaction , combinatorial chemistry , cuprate , computational chemistry , medicinal chemistry , organic chemistry , catalysis , polymer , computer science , materials science , optoelectronics , doping , programming language
Taking advantage of the presence of a silyl group at the α position in 1 , carbon–carbon bonds are formed regioselectively by the reaction of 1 with organocuprate compounds. This method is a practical and efficient approach to molecules of type 2 (R 1 –R 5 =alkyl, aryl) with a variety of substitution patterns.