Practical Method for the Rhodium-Catalyzed Addition of Aryl- and Alkenylboronic Acids to Aldehydes

Advanced Synthesis and Catalysis

Volumn 343, Issue 4, 2001, Pages 343-350

  Fürstner, Alois ^a   Krause, Helga ^a  

^a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

Author keywords

Aldehydes; Arylation; Boron; Carbene ligands; Imidazolium salts; Rhodium

Indexed keywords

EID: 0037984985     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/1615-4169(20010430)343:4<343::AID-ADSC343>3.0.CO;2-Z     Document Type: Article

References (56)

1. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
2. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
3. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
4. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; (c) Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
5. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; (d) A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
6. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
7. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
8. (a) For a recent progress report, however, on the preparation of functionalized Grignard reagents and related organometallic species see: A. Boudier, L. O. Bromm, M. Lotz, P. Knochel, Angew. Chem. 2000, 112, 4584-4606; Angew. Chem. Int. Ed. 2000, 39, 4414-4435; for selected reviews on other types of functionalized C-nucleophiles see the following for leading references: (b) Zinc: P. Knochel, R. D. Singer, Chem. Rev. 1993, 93, 2117-2188; Copper: R. D. Rieke, M. S. Sell, W. R. Klein, T. Chen, J. D. Brown, M. V. Hanson in Active Metals. Preparation, Characterization, Applications (Ed.: A. Fürstner), VCH, Weinheim, 1996, pp. 1-59; A. Fürstner, Angew. Chem. 1993, 105, 171-197; Angew. Chem. Int. Ed. Engl. 1995, 32, 164-189; (e) Chromium: A. Fürstner, Chem. Rev. 1999, 99, 991-1045; (f) Tin: H. Nozaki in Organometallics in Synthesis. A Manual (Ed.: M. Schlosser), Wiley, Chichester, 1994, pp. 535-578; (g) Manganese: A. Fürstner, H. Brunner, Tetrahedron Lett. 1996, 37, 7009-7012 and references cited therein.
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