151519-02-7Relevant articles and documents
Stereoselective synthesis of (-) - Pironetin by an iterative prins cyclisation and reductive cleavage strategy
Yadav,Ather, Hissana,Rao, N. Venkateswar,Reddy, M. Sridhar,Prasad
scheme or table, p. 1205 - 1208 (2010/08/05)
A stereoselective synthesis of pironetin, a natural product which is highly immunosuppressive and shows remarkable plant growth regulatory and antitumoral activities, is described. The approach avails successfully the high stereoselection of Prins cyclisation. The route relies, in addition, on the reductive opening of cyclic ethers, olefin metathesis, and lithium acetylide displacement of tosylate. Georg Thieme Verlag Stuttgart.
Asymmetric total synthesis of the immunosuppressant (-)-pironetin
Bressy, Cyril,Vors, Jean-Pierre,Hillebrand, Stefan,Arseniyadis, Stellios,Cossy, Janine
scheme or table, p. 10137 - 10140 (2009/05/30)
(Chemical Equation Presented) A short, enantioselective total synthesis of the title compound 1 is described. The 14-step synthesis features a highly stereoselective Brown-type pentenylation and a onepot hydrosilylation/ring- closing metathesis (RCM)/prot
Catalytic asymmetric assembly of stereodefined propionate units: An enantioselective total synthesis of (-)-pironetin
Shen, Xiaoqiang,Wasmuth, Andrew S.,Zhao, Junping,Zhu, Cheng,Nelson, Scott G.
, p. 7438 - 7439 (2007/10/03)
Double diastereoselection in alkaloid-catalyzed acyl halide-aldehyde cyclocondensation (AAC) reactions provides a strategy for realizing syn- or anti-selective propionate aldol additions from a common reaction manifold. Matched AAC homologation of enantio