Kumar, Amit; Sharma, Gaurav; Shukla, Sanjeev K.; Panda, Gautam published the artcile< A Tandem Semipinacol Rearrangement/aldehyde Arylation or Alkylation of Trisubstituted 2,3-Epoxy Alcohols with Grignard reagents for Functionalized 1,3-diols>, Quality Control of 30095-98-8, the main research area is anti diol preparation diastereoselective DFT; epoxy alc Grignard reagent tandem semipinacol rearrangement arylation alkylation.
A tandem semipinacol rearrangement/aldehyde arylation or alkylation reaction leading to formation of functionalized 1,3-diols bearing three consecutive tertiary stereocenters anti-R1CH(OH)R2CHR3C(OH) (R1 = Ph, 2-methoxyphenyl, 6-bromo-2-methoxyquinolin-3-yl, etc.; R2 = Ph, naphth-1-yl; R3 = iso-Pr, Ph, thiophen-2-yl, etc.) is identified from the reaction of various new trisubstituted 2,3-epoxy alcs. I with numerous Grignard reagents R3MgX. This reaction is useful for stereoselective construction of three consecutive tertiary stereocenters. The observed 1,3-diols exist in anti-configuration which is confirmed by the 2D-NOESY, crystal structure of acetonide of one of the 1,3-diol analog 3ai and further DFT studies.
Journal of Organic Chemistry published new progress about Alcohols, epoxy Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Quality Control of 30095-98-8.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics