The reaction of 17β-acetoxy-1α,2α-epoxy-1β-methylandrost-4-en-3-one with formic acid at 100 °C gives 17β-acetoxy-1β-methyl-A-norandrost-3-en-2-one (5) in high yields. The same reaction at room temperature leads to both the 1α,2β-dihydroxy-compound (6) and the A-nor-derivative (5). Chemical correlations allow the configuration at C-1 to be assigned.
A. M. Maione, I. Torrini and A. Romeo, J. Chem. Soc., Perkin Trans. 1, 1976, 2363 DOI: 10.1039/P19760002363
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...