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Diastereoselective Michael Additions of N -Boc-2-( tert -butyldimethylsiloxy)pyrrole to 2-(Arylsulfinyl)-1,4-benzoquinones

✍ Scribed by Arroyo, Yolanda; de Paz, Mónica; Rodríguez, Justo F.; Sanz-Tejedor, M. Ascensión; García Ruano, José L.


Book ID
119992473
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
96 KB
Volume
67
Category
Article
ISSN
0022-3263

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The Michael addition of N-(tert-butoxycarbonyl)-2-(tert-butyldimethylsiloxy)-3-methyl-pyrrole (4) to several a-methylene lactones catalyzed by fluoride ions yielded the corresponding homologated products (26-30) with good yields. Application of this reaction to the sililoxy bicyclic lactone (5) allo