Kim, Yuntae and Singer, Robert A. and Carreira, Erick M. (1998) Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition Reactions. Angewandte Chemie International Edition, 37 (9). pp. 1261-1263. ISSN 1433-7851. https://resolver.caltech.edu/CaltechAUTHORS:20180507-142321043
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Abstract
A highly convergent total synthesis of macrolactin A (1) utilizes modern asymmetric catalytic C–C coupling methods. The longest linear sequence in the route is 16 steps with an average yield of 86% per step. This total synthesis is valuable, because 1, which has been shown to possess activity against HIV, is not readily accessible from its natural source, a taxonomically unclassified deep‐sea bacterium.
| Item Type: | Article | ||||||
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| Additional Information: | © 1998 Wiley‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany. Issue Online: 17 December 1998; Version of Record online: 17 December 1998; Manuscript received: 17 November 1997. This work was supported by the National Science Foundation and the National Institutes of Health. | ||||||
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| Subject Keywords: | Aldol reactions; Asymmetric catalysis; Macrolactin A; Natural products; Palladium; Total synthesis | ||||||
| Issue or Number: | 9 | ||||||
| Record Number: | CaltechAUTHORS:20180507-142321043 | ||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20180507-142321043 | ||||||
| Official Citation: | Kim, Y. , Singer, R. A. and Carreira, E. M. (1998), Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition Reactions. Angewandte Chemie International Edition, 37: 1261-1263. doi:10.1002/(SICI)1521-3773(19980518)37:9<1261::AID-ANIE1261>3.0.CO;2-2 | ||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
| ID Code: | 86268 | ||||||
| Collection: | CaltechAUTHORS | ||||||
| Deposited By: | Tony Diaz | ||||||
| Deposited On: | 07 May 2018 21:43 | ||||||
| Last Modified: | 09 Mar 2020 13:18 |
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