17-Hydroxyimino-5α-androstane and 3β-acetoxy-17-hydroxyiminoandrost-5-ene, when treated with thionyl chloride, give 17-oxo-17a-aza-D-homo-compounds formed by Beckmann rearrangement, together with 13,17-seco-13(18)-en-17-onitriles (and derived 13ξ-chlorides and 13ξ-ols), formed by ‘second-order’ Beckmann cleavage.
C. W. Shoppee and R. W. Killick, J. Chem. Soc. C, 1970, 1513 DOI: 10.1039/J39700001513
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...