Synthesis of steroid intermediates via alkylation of dianion derived from acetoacetic ester.

  title={Synthesis of steroid intermediates via alkylation of dianion derived from acetoacetic ester.},
  author={K. Wang and C. Liang and W. Kan and S. S. Lee},
  journal={Bioorganic \& medicinal chemistry},
  volume={2 1},
A synthetic route for A-ring aromatic steroid intermediates starting from alkylation of dianion derived from acetoacetic ester with m-methoxyphenylethyl bromide to form benzene ring connected to a linear six-carbon fragment is described. This unit, after chemical modifications to 5, was condensed with 2-methylcyclopentan-1,3-dione (6a) to form prochiral trione, 7a, a key synthetic intermediate in A-ring aromatic steroid. Microbial reduction of 7a with Schizosaccharomyces pombe (NRRL Y-164) gave… Expand
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