A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers

G. V. M. Sharma; B. Srinivas; Palakodety R. Krishna

doi:10.2174/1570178053400199

ISSN: 1570-1786
E-ISSN: 1875-6255

A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers
Authors: G. V. M. Sharma¹, B. Srinivas² and Palakodety R. Krishna³
View Affiliations Hide Affiliations

¹ D-211, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad, 500 007, India. ² D-211, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad, 500 007, India. ³ D-211, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad, 500 007, India.
Source: Letters in Organic Chemistry, Volume 2, Issue 1, Feb 2005, p. 57 - 60
DOI: https://doi.org/10.2174/1570178053400199
- Available online: 01 Feb 2005

Abstract

A highly selective and efficient method for the chemoselective deprotection of t-butyldimethylsilyl (TBS) ethers using 20 mol% of zirconium(IV) chloride as Lewis acid in isopropanol is reported. Remarkable selectivity was observed towards the TBS group deprotection while TPS remains unaffected. The reaction is fast and the conditions are tolerable to a variety of protecting groups, carbohydrates and terpenes. The products are obtained in excellent yields.

Article metrics loading...

/content/journals/loc/10.2174/1570178053400199

2005-02-01

2025-06-29

From This Site

/content/journals/loc/10.2174/1570178053400199

dcterms_title,dcterms_subject,pub_keyword

-contentType:Contributor -contentType:Concept -contentType:Institution

10

5

Full text loading...

/content/journals/loc/10.2174/1570178053400199

Article Type: Review Article

Keyword(s): chemoselective deprotection; isopropanol; t-butyldimethylsilyl ethers; t-butyldiphenylsilyl ethers; zirconium(iv) chloride

A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers

Abstract

From This Site

Most Read This Month

Most Cited Most Cited RSS feed

Vilsmeier-Haack Cyclisation as a Facile Synthetic Route to Thieno [2,3- b] Quinolines (Part I)

Efficient Synthesis of 4-Arylmethylene-3-methylisoxazol-5(4H)-one Derivatives Catalyzed by Malic Acid

Wonderful Natural Drugs with Surprising Nutritional Values, Rheum Species, Gifts of the Nature

Novel Derivatives Based on Zerumbone Scaffold as Potential Anticancer Inhibitors

A Review on the Syntheses and Applications of the 5H-chromeno[2,3- b]pyridines

Fe Doped Ga2O3 Nanomaterial Catalysed Green and Efficient One Pot Three Component Synthesis of Tetrahydrobenzo[b]pyran

Sulfonated Ethylenediamine Functionalized Magnetic Nanoparticles as a Highly Efficient Heterogeneous Nanocatalyst for the Green Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

K2CO3/TBAB, a Composite of Inorganic and Organic Salts, a Novel and Powerful Media for Regioselective Michael Addition of Dihydropyrimidinones to Acrylic Esters Under and Without Solvent Conditions

Decomposition Kinetics of 1,1-Dihydroperoxycyclohexane in Some Organic Solvents

In Silico Screening of Some Anti-Cancer Drugs Against the Main Protease of COVID-19 Using Molecular Docking