Tetrahedron letters

Iodocarbocyclization of α-iodocycloalkanones bearing an allenyl side chain: synthesis of spirocyclic cycloalkanones

HH Lin, GI Lin, YR Lin, CF Liang, CH Chen, CK Sha

Index: Lin, Hsien-Hsun; Lin, Gen-I; Lin, Ying-Ruei; Liang, Chien-Fu; Chen, Chao-Hsiang; Sha, Chin-Kang Tetrahedron Letters, 2006 , vol. 47, # 7 p. 1167 - 1171

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Abstract

Ionic iodocarbocyclization reactions involving intramolecular attack of a carbon nucleophile at a double bond activated by an electrophilic iodinating reagent are efficient processes to construct carbocyclic frameworks. Iodocarbocyclization involving 1,3-dicarbonyl compounds, such as 4-alkenyl and 4-alkynyl malonates, was extensively studied by Taguchi and co-workers. 1 The related ionic selenocarbocyclization of α-seleno ketones was investigated by Toru's ...