Organoceriumreagents, prepared in situ by the treatment of organolithium compounds with cerium(III) iodide, exhibit characteristic reactivities toward ketones; at –65 °C, nucleophilic additions give the corresponding tertiary alcohols in excellent yields, while, at 0 °C to ca. room temperature, reductive coupling and/or reduction of the ketones prevail.
USE OFCERIUM(III) CHLORIDE IN THE REACTIONS OF CARBONYL COMPOUNDS WITH ORGANOLITHIUMS OR GRIGNARD REAGENTS FOR THE SUPPRESSION OF ABNORMAL REACTIONS:1-BUTYL-1,2,3,4-TETRAHYDRO-1-NAPHTHOL
作者:Takeda, Nobuhiro、Imamoto, Tsuneo
DOI:10.15227/orgsyn.076.0228
日期:——
IMAMOTO, TSUNEO;KUSUMOTO, TETSUO;TAWARAYAMA, YOSHINORI;SUGIURA, YASUSHI;M+, J. ORG. CHEM., 1984, 49, N 21, 3904-3912