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Synthesis of novel tetracycles via an intramolecular Heck reaction with anti-hydride elimination
Authors:Lautens Mark  Fang Yuan-Qing
Affiliation:Davenport Chemistry Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada. mlautens@chem.utoronto.ca
Abstract:[reaction: see text] The catalytic combination of Pd(2)(dba)(3)/HP(t-Bu)(3).BF(4) and DABCO gives an unusual intramolecular Heck reaction with dihydronaphthalene substrates, yielding formal anti-hydride elimination products in good to excellent yields under mild conditions. For dibromo substrates, multiple Heck reactions are possible when an external acceptor is added to afford more highly functionalized products.
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