Condensation of β-hydroxy sulfones and vinyl sulfones with aldehydes and ketones using phenyllithium as base
نویسندگان
چکیده
منابع مشابه
Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging Michael acceptors.
Chiral framework: Chiral amines with pyrrolidine frameworks catalyze the enantioselective conjugate addition of a wide range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to >99 % ee (see scheme). The high versatility of the Michael adducts is exemplified by various functionalizations with conservation of the optical purity.Chiral ...
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The reaction of alkyl sulfinates with alkynyl(aryl)iodonium salts provides a facile access into otherwise difficult to obtain alkyl alkynyl sulfones and cyclic vinyl sulfones via 1,2-rearrangement or 1,5-CH insertion, respectively. In benzyl sulfinates, 1,5-CH insertion is not possible, so addition to the aromatic ring occurs, followed by ring expansion to generate novel bicyclic sulfones.
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Introduction Industrially condensation reactions are of great importance in the production of a number of key compounds. These include 2-ethyl hexanol, methyl isobutyl ketone (MIBK) and Guerbet alcohols. Over 1.5 million tonnes of these chemicals are produced worldwide every year using homogeneous bases such as NaOH and Ca(OH)2. It has been estimated for these compounds that 30% of the selling ...
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Herein we report a mild, facile method for the preparation of 1,4-keto-sulfonates and sulfones on water. Further synthetic manipulations can result in products that are not readily accessed by hydroacylation of electron rich alkenes.
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Asymmetric conjugate additions of branched aldehydes to vinyl sulfones promoted by sulfonamide organocatalyst 6 or 7 have been developed, allowing facile synthesis of the corresponding adducts with all-carbon quaternary stereocenters in excellent yields with up to 95% ee.
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ژورنال
عنوان ژورنال: Comptes Rendus Chimie
سال: 2004
ISSN: 1631-0748
DOI: 10.1016/j.crci.2004.02.014