Webbenzyl ether of 17a provided cylindricine C (3) in 82% yield ([a] D 19 +61.5 (c 0.48, CH 2Cl 2); lit.8g [a] D 24 +63.8 (c 0.50, CH 2 Cl 2)). The 1H and 13C NMR spectra and specific rotation of our synthetic 3 matched those reported by Sato and Chida.8g NMR spectroscopic data of our synthetic WebFully Stereocontrolled Total Syntheses of (—)-Cylindricine C and (—)-2-Epicylindricine C: A Departure in Sulfonamide Chemistry Ciufolini and coworkers; p. 4336 N OH n-C6H13 H O N OH n-C6H13 H O HN MeO2S OH HO O N MeO 2S TBDPSO 1.PhI(Ac)2 2. TBDPSCl, imid K(TMS)2N, —100 °C O N TBDPSO O2 S H 1.PhSH,BF3•Et2O 2. Raney Ni N TBDPSO …

Synthetic Studies toward Tubiferal A: Asymmetric Synthesis of a …

WebScribd is the world's largest social reading and publishing site. WebThe stereogenic centers at the angular positions were constructed through the stereoselective addition of a C-ring allylborane followed by an Eschenmoser–Claisen rearrangement reaction prior to the formation of the AB-ring system by a double intramolecular alkylation reaction of a dichloro nitrile intermediate. into the wild music

Cylindricines - Big Chemical Encyclopedia

Webcylindricine C has also been fabricated by Kibayashi9 and Hsung10 by making use of a N-acyliminium ion/diene cyclization. Finally, Ciufolini and co-workers employed an oxidative spirocyclization of a phenolic primary amine as the key step in their asymmetric synthesis of ( )-cylindricine C.11 The essential element of our plan for the synthesis ... WebDec 16, 2011 · A concise synthesis of (+/-)-cylindricine C and its C(13)-epimer is described. Starting from 1-octyne, cylindricine C and 13-epi-cylindricine C were prepared in 11% … WebJul 19, 2004 · A stereoselective total synthesis of (+)-cylindricine C has been achieved starting with (S)-N-Boc-2-pyrrolidinone.The key elements of this synthesis involve the … newline trutouch rs