949932-68-7Relevant academic research and scientific papers
Practical synthesis of C1-8 fragment of autolytimycin via a chelation-controlled diastereoselective addition of diisopropenylzinc to α-methoxy aldehyde
Yang, Fan,Feng, Liang,Wang, Nengzhong,Liu, Xuge,Li, Jun,Shen, Yuehai
, p. 9463 - 9468 (2013/10/08)
The C1-8 fragment of autolytimycin was synthesized via a reliable 10-step route capable of delivering 41% overall yield at multi-gram scale. As a key step, a chelation-controlled isopropenylation of α-oxygenated aldehydes was established with a reagent combination of diisopropenylzinc, magnesium halide, and a dichloromethane/toluene mixed solvent. Cram-chelate isopropenylation products dominated for aldehydes with a small α-substituents, such as -OMe and -OBn groups, while the Felkin product could be obtained with a bulky -OTBS group.
Efficient chirality transfer in the Sml2-mediated cyclization of aldehydo β-alkoxyvinyl sulfoxides: Asymmetric synthesis of 3-hydroxyoxanes
Jung, Jae Hoon,Kim, Yong Wook,Kim, Min Ah,Choi, Soo Young,Chung, Young Keun,Kim, Tae-Rae,Shin, Seokmin,Lee, Eun
, p. 3225 - 3228 (2008/02/11)
Stereoselective syntheses of 3-hydroxyoxanes were achieved via efficient chirality transfer in the Sml2-mediated cyclization reactions of aldehydo β-alkoxyvinyl sulfoxides.
