The influence of electronic effects and temperature on the enantioselective reductions of acetophenone derivatives with (−)-diisopinocampheylchloroborane - a dynamic model of enantioselection
The asymmetric reduction of acetophenone derivatives with (−)-diisopinocampheylchloroborane, with respect to temperature and different electronic situations present in the carbonyl group, has been investigated. The temperature dependence of enantioselectivity reveals that enantioselection is not the...
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| Published in | Tetrahedron: asymmetry Vol. 7; no. 8; pp. 2303 - 2312 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Elsevier Ltd
01.08.1996
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| Online Access | Get full text |
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| Summary: | The asymmetric reduction of acetophenone derivatives with (−)-diisopinocampheylchloroborane, with respect to temperature and different electronic situations present in the carbonyl group, has been investigated. The temperature dependence of enantioselectivity reveals that enantioselection is not the result of a one-step-process. Together with the subtle electronic effects observed a dynamic selection model takes shape.
Electronic effects and temperature dependence of enantioselectivity in asymmetric reductions of acetophenone derivatives with (−)-Ipc
2BCl show that selectivity is the result of a two-step process. |
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| ISSN: | 0957-4166 1362-511X |
| DOI: | 10.1016/0957-4166(96)00285-6 |