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Stereoselective Synthesis of Tri‐ and Tetrasubstituted Alkenes by Iron‐Catalyzed Carbometalation Ring‐Opening Reactions of Cyclopropenes
Author(s) -
Wang Yi,
Fordyce Euan A. F.,
Chen Fung Yan,
Lam Hon Wai
Publication year - 2008
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.200802391
Subject(s) - cyclopropene , stereoselectivity , chemistry , ring (chemistry) , reagent , catalysis , combinatorial chemistry , organic chemistry , stereochemistry
Open sesame : An iron‐catalyzed cyclopropene carbometalation ring‐opening sequence using trialkylaluminum reagents is described. The reactions proceed with high levels of regio‐ and stereocontrol to provide a range of multisubstituted alkenes, including trisubstituted vinylsilanes, trisubstituted vinylstannanes, and all‐carbon tetrasubstituted alkenes.