Palladium-Catalyzed One-Pot Conversion of Aldehydes and Ketones into 4-Substituted Homopropargyl Alcohols and 5-En-3-yn-1-ols

被引：9

作者：

Umana, Christian A. ^{[1
]}

Cabezas, Jorge A. ^{[1
]}

机构：

[1] Univ Costa Rica, Escuela Quim, San Jose 2060, Costa Rica

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 18期

关键词：

CARBONYL-COMPOUNDS; POTASSIUM; 3-AMINOPROPYLAMIDE; STEREOCONTROLLED SYNTHESIS; REGIOCONTROLLED SYNTHESIS; PROPARGYLATION REACTIONS; ACETYLENIC ALCOHOLS; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; REAGENTS; COMPLEXES;

D O I：

10.1021/acs.joc.7b01529

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sequential treatment of 2,3-dichloropropene with magnesium and n-BuLi generated the equivalent of 1,3dilithiopropyne, which adds regiospecifically to aldehydes and ketones to produce homopropargyl alcohols. The lithium acetylide intermediate formed in this protocol can be further reacted with aromatic and vinyl halides, under palladium catalysis, to produce 4-substituted homopropargyl alcohols and 5-en-3-yn-1-ols, respectively, in one-pot with good overall yields.

引用

页码：9505 / 9514

页数：10

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