doi: 10.1021/ja061853f.
The catalytic enantioselective, protecting group-free total synthesis of (+)-dichroanone
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- PMID: 16771478
- DOI: 10.1021/ja061853f
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The catalytic enantioselective, protecting group-free total synthesis of (+)-dichroanone
J Am Chem Soc.
.
Abstract
Herein we report the first enantioselective total synthesis of (+)-dichroanone, confirming the absolute configuration of the natural product. This protecting group-free route features the first application of our enantioselective Tsuji allylation in the context of a natural product total synthesis. Additionally, this 11-step preparation of the molecule from commercial material features a novel Kumada-aromatization strategy and a rapid sequence for the conversion of a phenol to a hydroxy-p-benzoquinone.