Boyer, A. and Lautens, M. (2011) Rhodium-catalyzed domino enantioselective synthesis of bicyclo[2.2.2]lactones. Angewandte Chemie (International Edition), 50(32), pp. 7346-7349. (doi: 10.1002/anie.201101773)
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Publisher's URL: http://dx.doi.org/10.1002/anie.201101773
Abstract
Once, twice, three times a catalyst! A novel domino rhodium(I)-catalyzed asymmetric transformation of substituted oxabicyclic alkenes into bicyclo[2.2.2]lactones proceeded with good yields (up to 78 %) and excellent stereoselectivity (>97 % ee; see scheme; cod=1,5-cyclooctadiene, Tf=trifluoromethanesulfonyl). Mechanistic investigations suggest that this process proceeds by rhodium-catalyzed asymmetric ring opening, allylic alcohol isomerization and oxid
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Boyer, Dr Alistair |
| Authors: | Boyer, A., and Lautens, M. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Angewandte Chemie (International Edition) |
| Journal Abbr.: | Angew Chem Int Ed Engl |
| ISSN: | 1433-7851 |
| ISSN (Online): | 1521-3773 |
| Published Online: | 22 June 2011 |
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