1. in a particular substrate bearing a terminal double bond at 5,6 position related to the acetal, the following deprotection methods failed Methods tried: results: 1. Register to receive personalised research and resources by email, An International Journal for Rapid Communication of Synthetic Organic Chemistry, Anhydrous Deprotection of Dimethyl Acetals with Acetyl Chloride/ZnCl. Acid catalysed acetalisation. By closing this message, you are consenting to our use of cookies. deprotection of dimethyl acetal. Through incorporating a series of polymer-supported acid catalysts into a miniaturised EOF-based flow reactor, we demonstrate a clean and efficient technique for the protection of aldehydes as their respective dimethyl acetal. 3099067 Development Center for Biotechnology , 81 Chang Hsing St., Taipei, Taiwan, R.O.C. Dimethyl acetals are converted to the corresponding aldehyde in THF with acetyl chloride/zinc chloride in the presence of dimethyl sulfide, Registered in England & Wales No.
In addition, we also report the acid catalysed deacetalisation of 11 dimethyl acetals to their respective aldehyde. General. Copyright © 2005 Elsevier Ltd. All rights reserved. By incorporating a series of solid-supported acid catalysts into an EOF-based flow reactor, we demonstrate the synthesis and deprotection of 10 acetals in excellent yields and purity, without the need for additional product purification. Dimethyl acetals can be prepared from carbonyl compounds with excess methanol catalyzed by a Brønsted (i.e. By continuing you agree to the use of cookies. Anhydrous Deprotection of Dimethyl Acetals with Acetyl Chloride/ZnCl2. (1992). In all cases, the compounds described are obtained in high yield (>95%) and excellent purity (>99%) without the need for further product purification. Copyright © 2020 Elsevier B.V. or its licensors or contributors. We use cookies to improve your website experience. 1217-1220. 22, No. 5 Howick Place | London | SW1P 1WG. To learn about our use of cookies and how you can manage your cookie settings, please see our Cookie Policy. protic) acid or Lewis acid (e.g. 8, pp. We use cookies to help provide and enhance our service and tailor content and ads. https://doi.org/10.1016/j.tet.2005.03.082. Synthetic Communications: Vol. ; Molecular Probes Inc. , 4849 Pitchford Ave., Eugene, OR, 97402, /doi/pdf/10.1080/00397919208021108?needAccess=true. Development Center for Biotechnology , 81 Chang Hsing St., Taipei, Taiwan, R.O.C. ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. Acid-catalysed synthesis and deprotection of dimethyl acetals in a miniaturised electroosmotic flow reactor.
In order to demonstrate the advantages associated with the proposed technique, the acid catalysed synthesis of dimethyl acetals and their deprotection was investigated. 1.1.
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