Catalytic Asymmetric Carbohydroxylation of Alkenes by a Tandem Diboration/Suzuki Cross-Coupling/Oxidation Reaction

Organic Letters

Volumn 6, Issue 1, 2004, Pages 131-133

  Miller, Steven P ^a   Morgan, Jeremy B ^a   Nepveux V, Felix J ^a   Morken, James P ^a  

^a University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BORON DERIVATIVE; HALIDE;

ARTICLE; CATALYSIS; CHEMICAL BOND; HYDROXYLATION; OXIDATION; SUZUKI REACTION;

ALKENES; BORON COMPOUNDS; CATALYSIS; MODELS, CHEMICAL; MOLECULAR STRUCTURE; OXIDATION-REDUCTION;

EID: 0742304172     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036219a     Document Type: Article

References (31)

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4. For nonenantioselective alkene diboration with Rh, see: (a) Baker, R. T. ; Nguyen, P.; Marder, T. B.; Westcott, S. A. Angew. Chem., Int. Ed. Engl. 1995, 34, 1336. (b) Dai, C.; Robins, E. G.; Scott, A. J.; Clegg, W.; Yufit, D. S.; Howard, J. A. K.; Marder, T. B. Chem. Commun. 1998, 1983. (c) Nguyen, P.; Coapes, R. B.; Woodward, A. D.; Taylor, N. J.; Burke, J. M.; Howard, J. A. K.; Marder, T. B. J. Organomet. Chem. 2002, 652, 77. With Pt, see: (d) Iverson, C. N.; Smith, M. R., III Organometallics 1997, 16, 2757. (e) Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1997, 689. (f) Marder, T. B.; Norman, N. C.; Rice, C. R. Tetrahedron Lett. 1998, 39, 155. (g) Ishiyama, T.; Momota, S.; Miyaura, N. Synlett 1999, 1790.
5. For nonenantioselective alkene diboration with Rh, see: (a) Baker, R. T. ; Nguyen, P.; Marder, T. B.; Westcott, S. A. Angew. Chem., Int. Ed. Engl. 1995, 34, 1336. (b) Dai, C.; Robins, E. G.; Scott, A. J.; Clegg, W.; Yufit, D. S.; Howard, J. A. K.; Marder, T. B. Chem. Commun. 1998, 1983. (c) Nguyen, P.; Coapes, R. B.; Woodward, A. D.; Taylor, N. J.; Burke, J. M.; Howard, J. A. K.; Marder, T. B. J. Organomet. Chem. 2002, 652, 77. With Pt, see: (d) Iverson, C. N.; Smith, M. R., III Organometallics 1997, 16, 2757. (e) Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1997, 689. (f) Marder, T. B.; Norman, N. C.; Rice, C. R. Tetrahedron Lett. 1998, 39, 155. (g) Ishiyama, T.; Momota, S.; Miyaura, N. Synlett 1999, 1790.
6. For nonenantioselective alkene diboration with Rh, see: (a) Baker, R. T. ; Nguyen, P.; Marder, T. B.; Westcott, S. A. Angew. Chem., Int. Ed. Engl. 1995, 34, 1336. (b) Dai, C.; Robins, E. G.; Scott, A. J.; Clegg, W.; Yufit, D. S.; Howard, J. A. K.; Marder, T. B. Chem. Commun. 1998, 1983. (c) Nguyen, P.; Coapes, R. B.; Woodward, A. D.; Taylor, N. J.; Burke, J. M.; Howard, J. A. K.; Marder, T. B. J. Organomet. Chem. 2002, 652, 77. With Pt, see: (d) Iverson, C. N.; Smith, M. R., III Organometallics 1997, 16, 2757. (e) Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1997, 689. (f) Marder, T. B.; Norman, N. C.; Rice, C. R. Tetrahedron Lett. 1998, 39, 155. (g) Ishiyama, T.; Momota, S.; Miyaura, N. Synlett 1999, 1790.
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