Science and Technology Production
Book Chapter
Authorship
Date
2011
Publishing House and Editing Place
Wiley
Book
Encyclopedia of Reagents for Organic Synthesis
(pp. 1-3)
Wiley
Wiley
ISBN
9780470842898
Summary
Information provided by the agent in
SIGEVA
Trimethyltin hydroxide (TMTOH) has proven to be a very efficient reagent for the saponification of nonhindered alkyl esters under mild conditions. Compared to classical saponification agents (LiOH, NaOH, K2CO3, Ba(OH)2, Cs2CO3, etc.), TMTOH is less prone to produce epimerization of sensitive stereocenters, or lead to the degradation of base-sensitive functional groups. In fact, the appearance of this very convenient hydrolytic reagent has led to a widespread use of methyl esters for the protect...
Trimethyltin hydroxide (TMTOH) has proven to be a very efficient reagent for the saponification of nonhindered alkyl esters under mild conditions. Compared to classical saponification agents (LiOH, NaOH, K2CO3, Ba(OH)2, Cs2CO3, etc.), TMTOH is less prone to produce epimerization of sensitive stereocenters, or lead to the degradation of base-sensitive functional groups. In fact, the appearance of this very convenient hydrolytic reagent has led to a widespread use of methyl esters for the protection of carboxylic acids.
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Key Words
ethyl estersmethyl esterssaponificationResin Supported Esters