Regioselective addition reactions of propargyl bromides to carbonyl compounds with gallium catalyzed by indium

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초록

Reactions of organogallium reagents generated from propargyl bromides having substituents at the gamma-position and gallium in the presence of 5 mol % of indium with aldehydes and ketones selectively produced homoallenyl alcohols in good to excellent yields. Treatment of organogallium reagents obtained from propargyl bromide or propargyl bromides having, substituents at the alpha-position and gallium in the presence of 5 mol % of indium with carbonyl compounds selectively afforded homopropargyl alcohols.

키워드

allenylationgalliumindiumpropargylationregioselectivityCROSS-COUPLING REACTIONSAQUEOUS-MEDIAHOMOPROPARGYLIC ALCOHOLSORGANIC-SYNTHESISARYL HALIDESIN-SITUREDUCTIVE TRANSMETALATIONSYNTHETIC APPLICATIONSSELECTIVE SYNTHESISTERMINAL ALKYNES
제목
Regioselective addition reactions of propargyl bromides to carbonyl compounds with gallium catalyzed by indium
저자
Lee, PHKim, HLee, K
DOI
10.1002/adsc.200505046
발행일
2005-07
유형
Article
저널명
Journal für Praktische Chemie
347
9
페이지
1219 ~ 1222