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Direct Copper‐Free Domino Conjugate Addition‐Cycloallylation using Organozinc Reagents
Author(s) -
Komanduri Venukrishnan,
Pedraza Fernando,
Krische Michael J.
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800242
Subject(s) - allylic rearrangement , chemistry , reagent , domino , conjugate , zinc , copper , combinatorial chemistry , yield (engineering) , tandem , cascade reaction , ring (chemistry) , medicinal chemistry , organic chemistry , catalysis , metallurgy , mathematical analysis , mathematics , materials science , composite material
The Direct Approach: Enones possessing appendant allylic carbonates react directly with diorganozinc reagents in the presence of zinc diiodide [ZnI 2 ] to provide 5‐ and 6‐membered ring products of tandem or domino conjugate addition‐cycloallylation in good to excellent yield. In a related copper‐free transformation, allylic carbonates are found to engage in direct allylic substitution with diorganozinc reagents.