Co2(CO)8-Catalyzed Reactions of Acetals or Lactones with Hydrosilanes and Carbon Monoxide. A New Access to the Preparation of 1,2-Diol Derivatives through Siloxymethylation was written by Chatani, Naoto;Fujii, Satoru;Kido, Yoichi;Nakayama, Yasuhide;Kajikawa, Yasuteru;Tokuhisa, Hideo;Fukumoto, Yoshiya;Murai, Shinji. And the article was included in Bulletin of the Chemical Society of Japan in 2021.Recommanded Product: 604-69-3 The following contents are mentioned in the article:
The Co2(CO)8-catalyzed reaction of acetals with hydrosilanes and CO under mild reaction conditions (an ambient temperature under an ambient CO pressure), leading to the production of vicinal diols is reported. A siloxymethyl group can be introduced via the cleavage of one of two alkoxy groups in the acetal. The effects of the types of hydrosilanes, acetals, solvents, and reaction temperatures on the yield of siloxymethylation products were examined in detail. The reactivity for hydrosilanes is as follows; HSiMe3 > HSiEtMe2 > HSiEt2Me > HSiEt3. Hemiacetal esters are more reactive than di-Me acetals. The polarity of the solvent used also has a significant effect on both the course of the reaction as well as the reaction rate. The site-selective siloxymethylation can be achieved in the case of cyclic acetals such as THF and tetrahydropyran (THP) derivatives, depending on the nature of the oxygen substituent attached adjacent to the oxygen atom in the ring. When 2-alkoxy THF or THP derivatives are used as substrates, the siloxymethylation takes place with cleavage of the ring C-O bond. In contrast, the reaction of 2-acetoxy THF or THP derivatives results in siloxymethylation with the cleavage of C-OAc bond. The ring-opening siloxymethylation of lactones was also examined Thus, e.g., reaction of CH2(OMe)2 with HSiMe3 and CO afforded MeO(CH2)2OSiMe3 (70%). This study involved multiple reactions and reactants, such as (2S,3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 604-69-3Recommanded Product: 604-69-3).
(2S,3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 604-69-3) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Recommanded Product: 604-69-3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics