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Communication
Asymmetric Total Synthesis of Rhizoxin D
Article first published online: 4 JAN 2001
DOI: 10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W
Copyright © 2001 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany
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How to Cite
Keck, G. E., Wager, C. A., Wager, T. T., Savin, K. A., Covel, J. A., McLaws, M. D., Krishnamurthy, D. and Cee, V. J. (2001), Asymmetric Total Synthesis of Rhizoxin D . Angewandte Chemie International Edition, 40: 231–234. doi: 10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W
Publication History
- Issue published online: 4 JAN 2001
- Article first published online: 4 JAN 2001
- Manuscript Received: 21 AUG 2000
- Abstract
- Article
- References
- Cited By
Keywords:
- allylation;
- antitumor agents;
- asymmetric catalysis;
- samarium;
- total synthesis
Catalytic asymmetric allylation (CAA) using tributyl-(2-ethylallyl)stannane as a methyl ethyl ketone equivalent plays a key role in this synthesis of rhizoxin D. A subsequent substrate-directed acetal aldol reaction, fragment assembly by a modified Julia procedure, and directed electron transfer reduction are used to complete the synthesis (see scheme).