Premium
Novel Three‐Component Coupling Using Aluminum Tris(2,6‐diphenylphenoxide) (ATPH): The Same Synthetic Strategy Leads to trans ‐ and cis ‐Jasmonates
Author(s) -
Saito Susumu,
Yamazaki Satoko,
Yamamoto Hisashi
Publication year - 2001
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(20011001)40:19<3613::aid-anie3613>3.0.co;2-3
Subject(s) - reagent , tris , lithium (medication) , component (thermodynamics) , cyclopentenone , chemistry , coupling (piping) , aluminium , lithium fluoride , combinatorial chemistry , organic chemistry , materials science , physics , biology , biochemistry , metallurgy , endocrinology , thermodynamics
A one‐pot three‐component coupling involving organolithium reagents, ATPH⋅cyclopentenone complex, and dihydrofuran⋅BCl 3 complex (see scheme) gives moderate to good yields of the products with selective formation of either the 2,3‐ cis or 2,3‐ trans isomer, depending on the nature of the lithium reagent.