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Asymmetric synthesis of (+)-castanospermine through enol ether metathesis–hydroboration/oxidation

✍ Scribed by Ceccon, Julien; Danoun, Grégory; Greene, Andrew E.; Poisson, Jean-François


Book ID
111676450
Publisher
Royal Society of Chemistry
Year
2009
Tongue
English
Weight
168 KB
Volume
7
Category
Article
ISSN
1477-0520

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## Abstract Racemic and enantiomerically enriched methyl 2‐siloxycyclopropanecarboxylates 1 have been ring‐opened to furnish γ‐oxo esters 2. Depending on the electronic properties of substituents, these could be transformed into either succinate derivatives 3 or 3‐oxybutanoates 4 by Baeyer‐Villiger