Résumé
Carbocyclization has been selectively achieved over epoxide formation from a γ-chloro-δ-hydroxy-ketone in the presence of a lithiumamide or using a different strategy in which the related silyloxyenol ether bearing an iodine atom at gamma-position and a silyloxy group in delta-position is reacted with tetrabutylammonium fluoride. These approaches take advantage of (i) the poor reactivity of the intermediate β-halogeno lithiumalkoxide first formed in the former case and (ii) the poorer ability of the fluoride ion to desilylate a silyl ether over a silylenol ether.
langue originale | Anglais |
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Pages (de - à) | 1942-1944 |
journal | Tetrahedron Letters |
Volume | 51 |
Numéro de publication | 15 |
Les DOIs | |
Etat de la publication | Publié - 14 avr. 2010 |