Stephenson, G. Richard; Roe, Caroline; Sandoe, Elizabeth J. published the artcile< Electrophilic C12 Building Blocks for Alkaloids: 1,1 Iterative Organoiron-Mediated Routes to (±)-Lycoramine and (±)-Maritidine>, SDS of cas: 135999-16-5, the main research area is lycoramine formal synthesis arylcyclohexadienyl iron intermediate; maritidine formal synthesis arylcyclohexadienyl iron intermediate.
Aryllithium reagents generated from protected 6-bromoguaiacol and 2-bromo-4,5-dimethoxybenzyl alc. derivatives were used to prepare ortho-substituted (1-arylcyclohexadienyl)iron(1+) electrophiles. These were treated with Na+[Me3SiCH2CH2O2CCHCN]- to build aryl-substituted quaternary centers in new examples of 1,1 iterative {[η4] → [η5]+ → [η4] → [η5]+ → [η4]} reaction sequences, which make use of the electrophilicity of the metal complex in two key carbon-carbon bond-formation steps. MOM protection of the guaiacol was better than SEM for access to the lycoramine skeleton, and TBDPS was best for maritidine. Decomplexation, hydrolysis, and cyclization completed formal total syntheses of the Amaryllidaceae alkaloids (±)-lycoramine and (±)-maritidine, establishing the compatibility of the organoiron method with the presence of ortho substituents on the aryl group, and nucleophile addition ipso to the substituted arene.
European Journal of Organic Chemistry published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, SDS of cas: 135999-16-5.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary