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Highly Chemo‐ and Stereoselective Intermolecular Coupling of Diazoacetates To Give cis ‐Olefins by Using Grubbs Second‐Generation Catalyst
Author(s) -
Hodgson David M.,
Angrish Deepshikha
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601692
Subject(s) - carbene , stereoselectivity , catalysis , alkene , intermolecular force , metathesis , chemistry , reactivity (psychology) , salt metathesis reaction , organic chemistry , molecule , polymerization , medicine , polymer , alternative medicine , pathology
Highly stereoselective formation of cis ‐2‐ene‐1,4‐diesters by homo‐ and heterocoupling of α‐diazoacetates in the presence of Grubbs second‐generation catalyst is demonstrated. The dual reactivity of the catalyst in alkene metathesis and diazocoupling has been exploited in the synthesis of 12–26‐membered macrocyclic dienyl dilactones by one‐pot carbene dimerisation/ring‐closing metathesis.