Photochemical studies in the steroid series

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

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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

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