One-Carbon Homologation of Primary Alcohols and the Reductive Homologation of Aldehydes Involving a Jocic-Type Reaction

被引：18
作者：
Li, Zhexi [1 ]
Gupta, Manoj K. [1 ]
Snowden, Timothy S. [1 ]
机构：
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 32期
基金：
美国国家科学基金会;
关键词：
Reduction; Alcohols; Epoxides; Homologation; Jocic reaction; ANTIMALARIAL AGENT ARTEMISININ; ARYL TRICHLOROMETHYL CARBINOLS; ALPHA-AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; COREY-LINK; CARBOXYLIC-ACIDS; KETONES; LACTONE; CONVERSION;
D O I：
10.1002/ejoc.201501089
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope. The method is step-economical, and it nicely complements established one-carbon homologation strategies.
引用
收藏
页码：7009 / 7019
页数：11
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