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Condensation of 1,2-dithiols with α-keto aldehydes. A Convenient synthesis of 2-methyl-1,3-dithiolane-2-carboxaldehydes

✍ Scribed by Tomas L. Fridinger; Kenneth R. Henery-Logan


Book ID
112122432
Publisher
Journal of Heterocyclic Chemistry
Year
1971
Tongue
English
Weight
147 KB
Volume
8
Category
Article
ISSN
0022-152X

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Aldol condensations of ethyl 1,3-dithiol
✍ Lee A. Flippin; Mark A. Dombroski 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 206 KB

Lithium enolates derived from the title esters show high diastereoface selectivity in their reactions with chiral aldehydes. The resulting 2,2-dithioaldols are desulfurized in good yield with Ni28-H2 (EtOH, 20°C). With this mild desulfurization protocol, complete retention of stereochemical integrit