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Synthesis of medium-ring lactones via tandem methylenation/Claisen rearrangement of cyclic carbonates
✍ Scribed by Davidson, James E. P.; Anderson, Edward A.; Buhr, Wilm; Harrison, Justin R.; O’Sullivan, Paul T.; Holmes, Andrew B.; Collins, Ian; Green, Richard H.
- Book ID
- 126478565
- Publisher
- Royal Society of Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 49 KB
- Volume
- 7
- Category
- Article
- ISSN
- 1359-7345
- DOI
- 10.1039/B000299M
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A variety of a-C-glycosides may be accessed in an entirely stereoselective fashion from 3-OH glycal esters, by way of the tandem reaction sequence of Tebbe methylenation and Claisen rearrangement. In contrast with previous studies in the corresponding b-series, careful control of conditions for Clai
A synthetic route for crownophanes containing a chiral binaphthyl unit using tandem Claisen rearrangement is described to demonstrate the versatility of this approach. Molecular recognition by the resulting crownophane for butylurea is also investigated.