Catalytic Asymmetric β-Oxygen Elimination was written by Matt, Christof;Orthaber, Andreas;Streuff, Jan. And the article was included in Angewandte Chemie, International Edition in 2022.SDS of cas: 2216-51-5 This article mentions the following:
A catalytic enantioselective β-O-elimination reaction is reported in the form of a zirconium-catalyzed asym. opening of meso-ketene acetals. Furthermore, a regiodivergent β-O-elimination is demonstrated. The reaction proceeds under mild conditions, at low catalyst loadings, and produces chiral monoprotected cis-1,2-diols in good yield and enantiomeric excess. The combination with a Mitsunobu reaction or a one-pot hydroboration/Suzuki reaction sequence then gives access to addnl. diol and aminoalc. building blocks. A stereochem. anal. supported by DFT calculations reveals that a high selectivity in the hydrozirconation step is also important for achieving high enantioselectivity, although it does not constitute the asym. step. This insight is crucial for the future development of related asym. β-elimination reactions. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5SDS of cas: 2216-51-5).
(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.SDS of cas: 2216-51-5
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts