Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Studies in Remote Functionalization (Ⅰ). Synthesis and Spectroscopic Studies of 3$\alpha$, 5$\alpha$-Cyclosteroidal Substrates

  • Lee, Eun (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Park, Sang-Kyu (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Lee, Hee-Yoon (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Kim, Wan-Joo (Korea Advanced Institute of Science and Technology)
  • Published : 1981.09.30
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Abstract

Various $3{\alpha}$, $5{\alpha}$-cyclocholestan-6${\beta}-yl$ ethers were synthesized from solvolysis reactions of cholesteryl tosylate. ${3\alpha}$, $5{\alpha}$-Cyclocholestan-6${\beta}-yl$ sulfides were the sole products when cholesteryl tosylate was solvolyzed in thiol solvents. Diol solvolysis products were derivatized to aromatic esters, and nuclear magnetic resonance spectroscopic method was used to show that aromatic rings can approach C-18 methyl group and the side chain.

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