Published January 15, 2009
| Accepted Version + Supplemental Material
Journal Article
Open
Enantioselective Total Synthesis of (+)-Cassiol
Chicago
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Abstract
An enantioselective total synthesis of (+)-cassiol is reported. The complex derived from Pd-2(pmdba)(3) and enantiopure t-BuPHOX ligand catalyzes enantioconvergent decarboxylative alkylation to generate the quaternary carbon stereocenter at an early stage. The overall synthetic strategy involves a convergent late-stage coupling of two fragments. The synthesis features a longest linear sequence of eight steps.
Additional Information
© 2008 American Chemical Society. Received October 19, 2008. We thank Samantha R. Levine and Michael R. Krout (Caltech) for helpful discussions and experimental assistance. We thank the NIH-NIGMS (R01 GM080269-01), Caltech Amgen Scholars Program (undergraduate fellowship to K.V.P.), Eli Lilly (predoctoral fellowship to J.T.M.), Amgen, Bristol-Myers Squibb, Merck Research Laboratories, Abbott Laboratories, Boehringer-Ingelheim, and Caltech for financial support.Attached Files
Accepted Version - nihms110343.pdf
Supplemental Material - PETol09supp.pdf
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PETol09supp.pdf
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Additional details
- PMCID
- PMC2707596
- Eprint ID
- 13319
- DOI
- 10.1021/ol802410t
- Resolver ID
- CaltechAUTHORS:PETol09
- NIH
- R01GM080269-01
- Amgen
- Eli Lilly
- Amgen
- Bristol-Myers Squibb
- Merck Research Laboratories
- Abbott Laboratories
- Boehringer-Ingelheim
- Caltech
- Created
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2009-04-13Created from EPrint's datestamp field
- Updated
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2021-11-08Created from EPrint's last_modified field