111292-87-6Relevant articles and documents
A stereoselective synthesis of the C11-C19 fragment of (+)-peloruside A
Chen, Zhen-liang,Zhou, Wei-shan
, p. 5289 - 5292 (2006)
A new route to the synthesis of the C11-C19 fragment of peloruside A is described, which includes an aldol reaction with ethyl acetoacetate, β-hydroxyl-directed reduction of β-hydroxy ketone, as well as methylation of C13 hydroxyl moiety in the system of
Asymmetric total synthesis of four stereoisomers of the sex pheromone of the western corn rootworm
Sun, Zhi-Feng,Zhang, Tao,Liu, Jinyang,Du, Zhen-Ting,Zheng, Huaiji
, (2018)
A convergent synthesis of four stereoisomers of the sex pheromone of the western corn rootworm (8-methyldecan-2-yl propionate, 1) from commercially available chiral starting materials is reported. The key step was Julia–Kocienski olefination between chiral BT-sulfone and chiral aldehyde. This synthetic route provided the four stereoisomers of 1 in 24–29% total yield via a six-step sequence. The simple scale-up strategy provides a new way to achieve the asymmetric synthesis of the sex pheromone.
Synthesis of (+)-Tacamonine via Stereoselective Radical Cyclization
Smith, Myles W.,Ferreira, Jasmin,Hunter, Roger,Venter, Gerhard A.,Su, Hong
, p. 8740 - 8745 (2019)
A concise, asymmetric synthesis of the indole alkaloid (+)-tacamonine is reported involving a stereoselective radical cyclization of a 1-phenylsulfanyl tetrahydro-β-carboline bearing a pendant enoate ester side chain as a key step. In this process, a sing
Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines
Ma, Xiaofeng,Hazelden, Ian R.,Langer, Thomas,Munday, Rachel H.,Bower, John F.
supporting information, p. 3356 - 3360 (2019/03/07)
Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.