A Facile and Efficient Anti-Selective Four-Component Direct Aldol Addition via Chemoselective Thioester Enolate Formation was written by Zhou, Guoqiang;Yost, Julianne M.;Sauer, Scott J.;Coltart, Don M.. And the article was included in Organic Letters in 2007.Reference of 29364-29-2 This article mentions the following:
A facile and efficient four-component anti-selective direct aldol addition of thioester enolates was developed that is fully compatible with enolizable aldehydes and able to be conducted using untreated reagent-grade CH2Cl2 open to the air. The thioester enolates were generated in situ via an acylation/conjugate addition sequence using com. available PhSLi and acryloyl chloride, thus avoiding prior enolate formation while maintaining complete chemoselectivity. For example, 88 % (13:1 anti:syn) S-Ph 3-hydroxy-3-phenyl-2-[(phenylthio)methyl]propanethioate was obtained from PhCHO, acryloyl chloride and PhSLi in the presence of MgBr2·Et2O in CH2Cl2 open to the air. The organosulfur products are convertible into various polyketide-based structures. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2Reference of 29364-29-2).
Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Reference of 29364-29-2
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts