162843-88-1Relevant articles and documents
Formal Synthesis of (-)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction
Komine, Keita,Urayama, Yasuhiro,Hosaka, Taku,Yamashita, Yuki,Fukuda, Hayato,Hatakeyama, Susumi,Ishihara, Jun
, p. 5046 - 5050 (2020)
A formal synthesis of (-)-haliclonin A, isolated from the marine sponge Haliclona sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.
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
Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid
Mercer, Jaron A. M.,Cohen, Carolyn M.,Shuken, Steven R.,Wagner, Anna M.,Smith, Myles W.,Moss, Frank R.,Smith, Matthew D.,Vahala, Riku,Gonzalez-Martinez, Alejandro,Boxer, Steven G.,Burns, Noah Z.
supporting information, p. 15845 - 15848 (2016/12/23)
Ladderane lipids produced by anammox bacteria constitute some of the most structurally fascinating yet poorly studied molecules among biological membrane lipids. Slow growth of the producing organism and the inherent difficulty of purifying complex lipid mixtures have prohibited isolation of useful amounts of natural ladderane lipids. We have devised a highly selective total synthesis of ladderane lipid tails and a full phosphatidylcholine to enable biophysical studies on chemically homogeneous samples of these molecules. Additionally, we report the first proof of absolute configuration of a natural ladderane.
