翻訳と辞書
Words near each other
・ Mukai Cold Process Fruit Barrelling Plant
・ Mukai Kyorai
・ Mukai Rocks
・ Mukai Shogen Tadakatsu
・ Mukai-Noshiro Station
・ Mukaibara Station
・ Mukaichiba Station
・ Mukaigawara Station
・ Mukaihara Station
・ Mukaihara Station (disambiguation)
・ Mukaijima Station
・ Mukainada Station
・ Mukainoharu Station
・ Mukaisenoue Station
・ Mukaishima, Hiroshima
Mukaiyama aldol addition
・ Mukaiyama Station
・ Mukaiyama Taxol total synthesis
・ Mukaj
・ Mukala
・ Mukali
・ Mukambal
・ Mukamel syndrome
・ Mukamlar
・ Mukamlar, Gerede
・ Mukand
・ Mukand Lal National College
・ Mukandpur
・ Mukane Dam
・ Mukangu


Dictionary Lists
翻訳と辞書 辞書検索 [ 開発暫定版 ]
スポンサード リンク

Mukaiyama aldol addition : ウィキペディア英語版
Mukaiyama aldol addition

The Mukaiyama aldol addition is an organic reaction and a type of aldol reaction between a silyl enol ether and an aldehyde or formate.〔Mukaiyama, T.; Kobayashi, S. ''Org. React.'' 1994, ''46'', 1. 〕 The reaction was discovered by Teruaki Mukaiyama (
* 1927) in 1973.〔''New aldol type reaction'' Teruaki Mukaiyama, Koichi Narasaka and Kazuo Banno Chemistry Letters Vol.2 (1973) , No.9 pp.1011–1014 〕 His choice of reactants allows for a crossed aldol reaction between an aldehyde and a ketone or a different aldehyde without self-condensation of the aldehyde. For this reason the reaction is used extensively in organic synthesis.
==General Reaction Scheme==

The Mukaiyama aldol addition is a Lewis acid mediated addition of enol silanes to carbonyl compounds. In this reaction compounds with various organic groups can be used (see educts).〔
A basic version (R2 = H) without the presence of chiral catalysts is shown below.
A racemic mix of enantiomers is built. If Z- or E-enol silanes are used in this reaction a mixture of four products occurs, yielding two racemates.
If the ''anti''-diastereomer or the ''syn''-diastereomer is built largely depends on reaction conditions, substrates and Lewis acids.
The archetypical reaction is that of the silyl enol ether of cyclohexanone with benzaldehyde. At room temperature it produces a diastereomeric mixture of threo (63%) and erythro (19%) β-hydroxyketone as well as 6% of the exocyclic enone condensation product. In its original scope the Lewis acid (titanium chloride) was used in stoichiometric amounts but truly catalytic systems exist as well. The reaction is also optimized for asymmetric synthesis.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
ウィキペディアで「Mukaiyama aldol addition」の詳細全文を読む



スポンサード リンク
翻訳と辞書 : 翻訳のためのインターネットリソース

Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.