Efficient synthesis of dissymmetric malonic acid S, O -esters via monoalcoholysis of symmetric dithiomalonates under neutral conditions

Kazumasa Matsuo; Mitsuru Shindo

doi:10.1021/ol201744u

Efficient synthesis of dissymmetric malonic acid S, O -esters via monoalcoholysis of symmetric dithiomalonates under neutral conditions

Kazumasa Matsuo, Mitsuru Shindo

Department of Fundamental Organic Chemistry

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would contribute to the selectivity. The synthetic utility of the dissymmetric S,O-malonates is also shown.

Original language	English
Pages (from-to)	4406-4409
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	16
DOIs	https://doi.org/10.1021/ol201744u
Publication status	Published - Aug 19 2011

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol201744u

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Matsuo, K., & Shindo, M. (2011). Efficient synthesis of dissymmetric malonic acid S, O -esters via monoalcoholysis of symmetric dithiomalonates under neutral conditions. Organic Letters, 13(16), 4406-4409. https://doi.org/10.1021/ol201744u

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