A Brief Review on Reductive Cleavage of Protecting Groups by Acid andTriethylsilane

Total synthesis of complex molecules, natural products, and drugs involves a series of chemical reactions from simpler starting materials by using various reagents and catalysts. This process requires appropriate reaction pathways, protection of functional groups, and management of stereochemistry. This review encompasses the regioselective reductive cleavage of various protecting groups, including trityl, monomethoxytrityl, dimethoxytrityl, diphenylmethyl, para-methoxybenzyl, dimethoxybenzyl, tert-butyl ester, tert-butoxycarbonyl, and many other functional groups, using trifluoroacetic acid/other acids, as well as triethylsilane. Furthermore, it covers selectivity in the deprotection of various protective groups over the reduction/ hydrogenolysis of other functional groups, such as alkenes, benzyl esters, and Cbz groups. In this brief article, we have examined the applications of acid and triethylsilane for the cleavage of various protecting groups and the scope of the reaction conditions.

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Publication Details

Journal
Current Organic Chemistry
Published
2026-01-15
DOI
https://doi.org/10.2174/0113852728404819251110073007
Primary Topic
Chemical Synthesis and Reactions
Type
article
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article

A Brief Review on Reductive Cleavage of Protecting Groups by Acid andTriethylsilane

Bapurao B. Shingate
Current Organic Chemistry
Chemical Synthesis and Reactions
article

A Brief Review on Reductive Cleavage of Protecting Groups by Acid andTriethylsilane

Bapurao B. Shingate
article en

Abstract

Total synthesis of complex molecules, natural products, and drugs involves a series of chemical reactions from simpler starting materials by using various reagents and catalysts. This process requires appropriate reaction pathways, protection of functional groups, and management of stereochemistry. This review encompasses the regioselective reductive cleavage of various protecting groups, including trityl, monomethoxytrityl, dimethoxytrityl, diphenylmethyl, para-methoxybenzyl, dimethoxybenzyl, tert-butyl ester, tert-butoxycarbonyl, and many other functional groups, using trifluoroacetic acid/other acids, as well as triethylsilane. Furthermore, it covers selectivity in the deprotection of various protective groups over the reduction/ hydrogenolysis of other functional groups, such as alkenes, benzyl esters, and Cbz groups. In this brief article, we have examined the applications of acid and triethylsilane for the cleavage of various protecting groups and the scope of the reaction conditions.

Current Organic ChemistryVol. 30
Dr. Babasaheb Ambedkar Marathwada University (IN)
Openalex Percentile: Top 77%
Chemical Synthesis and Reactions
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