Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2005(5): 708-710
DOI: 10.1055/s-2005-861817
DOI: 10.1055/s-2005-861817
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Polymer-Supported Ferric Chloride as a Heterogeneous Catalyst for Chemoselective Deprotection of Acetonides
Further Information
Received
28 September 2004
Publication Date:
14 February 2005 (online)
Publication History
Publication Date:
14 February 2005 (online)
![](https://www.thieme-connect.de/media/synthesis/200505/lookinside/thumbnails/10.1055-s-2005-861817-1.jpg)
Abstract
Acetonides undergo chemoselective deprotection to afford the corresponding 1,2-diols in excellent yields using polymer (PVP)-supported ferric chloride as a heterogeneous catalyst in acetonitrile-dichloromethane at room temperature.
Key words
protecting groups - acetonides - polymers - catalysis - diols
-
1a
Green TW.Wuts PGM. Protective Groups in Organic Synthesis 2nd ed.: Wiley; New York: 1991. -
1b
Kocienski PJ. Protective Groups Thieme; Stuttgart, New York: 1994. - 2
Hanessian S. Total Synthesis of Natural Products: The Chiron Approach Pergamon; Oxford: 1984. - 3
Fleet GWJ.Smith PW. Tetrahedron Lett. 1985, 26: 1469 - 4
Gerspacher M.Rapoport H. J. Org. Chem. 1991, 56: 3700 - 5
Yadav JS.Chander MC.Reddy KK. Tetrahedron Lett. 1992, 33: 135 - 6
Sukumar M.Jacques V.Pendri Y.Falck JR. Tetrahedron Lett. 1986, 27: 2679 - 7
Iwata M.Ohrui H. Bull. Chem. Soc. Jpn. 1981, 54: 2937 - 8
Vijayasaradhi S.Singh J.Aidhen IS. Synlett 2000, 110 - 9
Xiao X.Bai D. Synlett 2001, 535 - 10
Venkateswarlu Y.Raghavendraswamy N. Tetrahedron Lett. 2002, 27: 7549 - 11
Clark JH. In Catalysis of Organic Reactions Supported by Inorganic Reactions VCH; New York: 1994. -
12a
Caddick S. Tetrahedron 1995, 51: 10403 -
12b
Boruah A.Baruah B.Prajapathi D.Sandhu J. Tetrahedron Lett. 1997, 38: 4267 -
12c
Bose DS.Jayalakshmi B. J. Org. Chem. 1999, 64: 1713 - 13
Varma RS.Dahiya R.Saini RK. Tetrahedron Lett. 1997, 38: 7029 -
14a
Bose DS.Vanajatha G.Srinivas P. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1999, 38: 835 -
14b
Bose DS.Raveender Goud P. Tetrahedron Lett. 1999, 40: 747 - 15
Wu KH.Wang YR.Hwu WH. Polym. Degrad. Stab. 2003, 79: 195