Photochemical studies in the steroid series

Williams, Ivor Anthony (1965) Photochemical studies in the steroid series. PhD thesis, University of Glasgow.

Abstract

The ultraviolet irradiation of hecegenin apostate has been shown to give two products,. Lumihecagenin acetate, 3beta-acetexy=12, 13-sece-5alpha, 25D-spirest-13-en-12one, which is the initial product, is converted by oridative cyclisation into 14alpha = hydrexyhecagenin 3beta=acetate, 3?=acetex-14+hydrexy-5alpha, 25D-spirestan-12-one. Prolanged irradiation of hacegenin acetate, er of lumihecogenin acetate, gives a second isemeric productm "phetehecohenin acetate", 3beta-acetoxy-12alpha, 14alpha-epexy-5alpha, 25D-spirestan. Treatment of lumihecegenin acetate or photohecegenin acetate with boren triflueride-other complex gives a mioxture of products, one products being 3beta-acetoxy-12alpha-hydroxy-5alpha, 25D-spirest-14-en. The other product from this reaction is believed to be a C-home-exastereid. Epexidation of the Delta14-12alpha-ol gives A 14alpha, 15alpha-opexide which on reduction with lithium aluminium hydride affords the same trial as is obtained on similar reduction of 14alpha-hydroxy-hecegenin.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Additional Information: Adviser: P Eladen
• Keywords: Organic chemistry
• Date of Award: 1965
• Depositing User: Enlighten Team
• Unique ID: glathesis:1965-72190
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 24 May 2019 15:11
• Last Modified: 24 May 2019 15:11
• URI: http://theses.gla.ac.uk/id/eprint/72190