Pd-Catalyzed Conjunctive Cross -Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger

被引:104
作者
Lovinger, Gabriel J. [1 ]
Aparece, Mark D. [1 ]
Morken, James P. [1 ]
机构
[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA
关键词
BORANE INTRAMOLECULAR COMPLEXES; PHASE-TRANSFER CONDITIONS; LITHIATION-BORYLATION; CHIRAL ORGANOBORANES; ASYMMETRIC-SYNTHESIS; HECK REACTIONS; PALLADIUM; ESTERS; ARYL; MIGRATION;
D O I
10.1021/jacs.6b12663
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalytic enantioselective conjunctive cross couplings that employ Grignard reagents are shown to furnish an array of nonracemic chiral organoboronic esters in an efficient and highly selective fashion. The utility of sodium triflate in facilitating this reaction is two-fold: it enables "ate" complex formation and overcomes catalytic inhibition by halide ions.
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页码:3153 / 3160
页数:8
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