Pd-catalyzed dynamic kinetic enantioselective arylation of silylphosphines

Journal of the American Chemical Society

Volumn 129, Issue 49, 2007, Pages 15122-15123

  Chan, Vincent S ^a   Bergman, Robert G ^a   Toste, F Dean ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PALLADIUM; PHOSPHINE DERIVATIVE; SILYLPHOSPHINE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYSIS; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; KINETICS; OXIDATION;

BENZAMIDES; CATALYSIS; KINETICS; ORGANOSILICON COMPOUNDS; PALLADIUM; PHOSPHINES; STEREOISOMERISM;

EID: 37049026930     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja076457r     Document Type: Article

References (24)

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19. For selected optimization results, see Supporting Information.
20. 4 (52% ee), CsF (52% ee), CuI (28% ee).
21. (b) Some organic additives which were evaluated: TBAF (12% ee), MeOH (51% ee).
22. Coupling with methylphenyl(trimethylsilyl)phosphine furnished 4i in 93% ee and 31% yield.
23. Under conditions reported in ref 5b, no reaction was observed.
24. The cross-coupling of 3-iodothiophene with 1 under the optimized conditions afforded the corresponding phosphine in only 43% ee.