Claisen condensation. Method for the synthesis of long chain dicarboxylic acids

The cleavage of esters to furnish carboxylic acids is a common organic transformation that is usually carried out in a routine manner by acidic or basic hydrolysis. It often happens, however, particularly in the synthesis of natural products, that the substrate ester is sensitive to hydrolytic conditions. For such sensitive materials a number of mild, neutral methods of ester cleavage have been devised. Those methods that occur with displacement of carboxylate by SN2 dealkylation are the subject of this chapter.

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Claisen condensation. Method for the synthesis of long chain dicarboxylic acids

Abstract: A referee pointed out that the chemical shift we found is not consistent with that reported by Griffin.3b We have subsequently found that the chemical shift is concentration dependent and ranges from 6.28 (10%) to 6.75 (neat).

Cited by 12 publications

References 12 publications

Sodium Methoxide

Sodium Methoxide

Sodium Methoxide

Ester Cleavages via S _N 2‐Type Dealkylation

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Claisen condensation. Method for the synthesis of long chain dicarboxylic acids

Abstract: A referee pointed out that the chemical shift we found is not consistent with that reported by Griffin.3b We have subsequently found that the chemical shift is concentration dependent and ranges from 6.28 (10%) to 6.75 (neat).

Cited by 12 publications

References 12 publications

Sodium Methoxide

Sodium Methoxide

Sodium Methoxide

Ester Cleavages via S N 2‐Type Dealkylation

Contact Info

Product

Resources

About

Ester Cleavages via S _N 2‐Type Dealkylation