Literature DB >> 16076152

Chiral lithium binaphtholate aqua complex as a highly effective asymmetric catalyst for cyanohydrin synthesis.

Manabu Hatano1, Takumi Ikeno, Takashi Miyamoto, Kazuaki Ishihara.   

Abstract

A highly enantioselective cyanohydrin synthesis with aromatic aldehydes using chiral lithium binaphtholate aqua or alcohol complexes has been developed and is a simple and inexpensive catalyst suitable for process chemistry to give gram-scale cyanohydrins successfully. Dramatic improvements in enantiomeric excess have been realized along with an interesting changeover in absolute stereochemistry of cyanohydrin product against the thoroughly "dry" catalytic systems.

Entities:  

Year:  2005        PMID: 16076152     DOI: 10.1021/ja051125c

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  Effect of carbonates/phosphates as nucleophilic catalysts in dimethylformamide for efficient cyanosilylation of aldehydes and ketones.

Authors:  G K Surya Prakash; Habiba Vaghoo; Chiradeep Panja; Vijayalakshmi Surampudi; Roman Kultyshev; Thomas Mathew; George A Olah
Journal:  Proc Natl Acad Sci U S A       Date:  2007-02-22       Impact factor: 11.205

2.  Asymmetric counteranion-directed Lewis acid organocatalysis for the scalable cyanosilylation of aldehydes.

Authors:  Zhipeng Zhang; Han Yong Bae; Joyram Guin; Constantinos Rabalakos; Manuel van Gemmeren; Markus Leutzsch; Martin Klussmann; Benjamin List
Journal:  Nat Commun       Date:  2016-08-17       Impact factor: 14.919

3.  Enantioselective Evans-Tishchenko reduction of β-hydroxyketone catalyzed by lithium binaphtholate.

Authors:  Tomonori Ichibakase; Masato Nakatsu; Makoto Nakajima
Journal:  Molecules       Date:  2011-06-17       Impact factor: 4.411

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.