197219-01-5Relevant articles and documents
Enantioselective Total Synthesis of (+)-Sieboldine A
Abd El-Gaber, Mohammed K.,Yasuda, Shigeo,Iida, Eisuke,Mukai, Chisato
, p. 320 - 323 (2017)
The first total synthesis of (+)-sieboldine A was completed starting from 5-(p-methoxybenzyloxy)pentyne in 19 steps. The enantioselective Keck allylation provided the dienyne derivative, which was exposed to the Pauson-Khand conditions to afford the bicyclo[4.3.0]nonenone derivative with high stereoselectivity with an ee value of 93%. The following Ueno-Stork reaction formed the cis-hydrindane core with a quaternary carbon center. The late-stage Schmidt glycosylation led to the formation of the N-hydroxyazacyclononane ring.
Fluorine in pheromones: Synthesis of fluorinated 12-dodecanolides as emerald ash borer pheromone mimetics
Zhang, Qingzhi,Teschers, Charlotte S.,Callejo, Ricardo,Yang, Mingyan,Wang, Mingan,Silk, Peter J.,Ryall, Krista,Roscoe, Lucas E.,Cordes, David B.,Slawin, Alexandra M.Z.,O'Hagan, David
supporting information, p. 2917 - 2922 (2019/04/30)
A series of five 12-dodecanolides have been synthesised containing CF2 groups at C5, C6, C7, C8 and in one case, a double substitution at C5 & C8, as a strategy to bias the conformational space accessed by these macrocycles, and to assess if th
Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols
Katkar, Kamlesh V.,Veer, Sachin D.,Akamanchi, Krishnacharya G.
supporting information, p. 1893 - 1901 (2016/11/25)
Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions.
