Sc(OTf)3, an efficient catalyst for formation and deprotection of geminal diacetates (acylals);: Chemoselective protection of aldehydes in presence of ketones

被引：1

作者：

Aggarwal, VK ^{[1
]}

Fonquerna, S ^{[1
]}

Vennall, GP ^{[1
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

来源：

SYNLETT | 1998年 / 08期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Scandium triflate (2 mol%) has been found to be an extremely efficient catalyst for the addition of acetic anhydride to both aromatic and aliphatic aldehydes. Deprotection of the resulting geminal diacetates (acylals) was achieved using the same catalyst in the presence of water.

引用

页码：849 / +

页数：3

共 21 条

[1] Sc(OTf)3, an efficient catalyst for addition of allyltrimethylsilane to aldehydes;: Chemoselective addition to aldehydes in presence of ketones and in situ acylation (3 component coupling)
Aggarwal, VK
Vennall, GP
SYNTHESIS-STUTTGART, 1998, (12): : 1822 - 1826
[2] Mild and efficient chemoselective synthesis of acetals and geminal diacetates (Acylals) from aldehydes using lanthanum(III) nitrate hexahydrate
Srinivasulu, M.
Suryakiran, N.
Rajesh, K.
Reddy, S. Malla
Venkateswarlu, Y.
SYNTHETIC COMMUNICATIONS, 2008, 38 (11) : 1753 - 1759
[3] Pr(OTf)3 as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes
De, SK
SYNTHESIS-STUTTGART, 2004, (17): : 2837 - 2840
[4] Pr(OTf)3 as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes
De, SK
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U129 - U129
[5] Chemoselective Protection of Aldehydes in the Presence of Ketones Using RuPVP Complex as a Heterogeneous Catalyst
Kshirsagar, Siddheshwar W.
Patil, Nitin R.
Samant, Shriniwas D.
SYNTHETIC COMMUNICATIONS, 2010, 40 (03) : 407 - 413
[6] Efficient tetrahydropyranyl and tetrahydrofuranyl protection/deprotection of alcohols and phenols with Al(OTf)3 as catalyst
Williams, D. Bradley G.
Simelane, Sandile B.
Lawton, Michelle
Kinfe, Henok H.
TETRAHEDRON, 2010, 66 (25) : 4573 - 4576
[7] Chemoselective and practical deprotection of alkyl trialkylsilyl ethers in the presence of aryl trialkylsilyl ethers by a catalytic amount of Sc(OTf)3
Oriyama, T
Kobayashi, Y
Noda, K
SYNLETT, 1998, (10) : 1047 - +
[8] Aluminum dodecatungstophosphate (AlPW12O40) as an efficient heterogeneous inorganic catalyst for the chemoselective synthesis of geminal diacetates (acylals) under solvent-free conditions
Firouzabadi, H
Iranpoor, N
Nowrouzi, F
Amani, K
TETRAHEDRON LETTERS, 2003, 44 (20) : 3951 - 3954
[9] An efficient, solvent-free method for the chemoselective synthesis of acylals from aldehydes and their deprotection catalyzed by silica sulfuric acid as a reusable solid acid catalyst
Desai, Uday V.
Thopate, T. S.
Pore, D. M.
Wadgaonkar, P. P.
CATALYSIS COMMUNICATIONS, 2006, 7 (07) : 508 - 511
[10] Rice husk supported FeCl3 nanoparticles as an efficient and reusable catalyst for the chemoselective 1,1-diacetate protection and deprotection of aldehydes
Shirini, Farhad
Akbari-Dadamahaleh, Somayeh
Mohammad-Khah, Ali
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 363 : 10 - 17

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