| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5220738 | Tetrahedron | 2011 | 9 Pages |
Abstract
Total synthesis of the unnatural enantiomer of deacetylravidomycin M was accomplished. The key steps include, (1) aryl C-glycosidation of the azido-bearing fucosyl acetate 2 by using catalytic Sc(OTf)3, (2) the [2+2] cycloaddition reaction of alkoxybenzyne bearing an azido sugar to ketene silyl acetal, and (3) the ring expansion reaction of alkoxybenzocyclobutenone. The synthesis revealed that the natural product is not the proposed amine, but the corresponding N-oxide.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Akimi Ben, Day-Shin Hsu, Takashi Matsumoto, Keisuke Suzuki,