Rhodium-catalyzed asymmetric addition of aryl- and alkenylboron reagents to electron-deficient olefins
Gespeichert in:
Verfasser / Beitragende:
[T. Hayashi]
Ort, Verlag, Jahr:
2004
Enthalten in:
Pure and Applied Chemistry, 76/3(2004-01-01), 465-475
Format:
Artikel (online)
Online Zugang:
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| 024 | 7 | 0 | |a 10.1351/pac200476030465 |2 doi |
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| 100 | 1 | |a Hayashi |D T. |u Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan | |
| 245 | 1 | 0 | |a Rhodium-catalyzed asymmetric addition of aryl- and alkenylboron reagents to electron-deficient olefins |h [Elektronische Daten] |c [T. Hayashi] |
| 520 | 3 | |a Asymmetric 1,4-arylation and -alkenylation was achieved by use of organoboronic acids or their derivatives in the presence of a rhodium catalyst coordinated with binap or its related ligands. The scope of this asymmetric addition is very broad, α, β-unsaturated ketones, esters, amides, 1-alkenylphosphonates, and 1-nitroalkenes being efficiently converted into the corresponding 1,4-addition products with over 95% enantioselectivity. The catalytic cycle in water is proposed to involve three intermediates [aryl-or alkenyl-rhodium (oxa-π-allyl) rhodium, and hydroxo-rhodium] by NMR studies on the rhodium intermediates. | |
| 540 | |a © 2013 Walter de Gruyter GmbH, Berlin/Boston | ||
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| 950 | |B NATIONALLICENCE |P 100 |E 1- |a Hayashi |D T. |u Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Pure and Applied Chemistry |d De Gruyter |g 76/3(2004-01-01), 465-475 |x 0033-4545 |q 76:3<465 |1 2004 |2 76 |o pac | ||
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