PHOTOCHEMICAL REACTIONS .56. PHOTOISOMERIZATION OF ALPHA,BETA UNSATURATED DELTA DIKETONE OF 3,7-DIOXO-4,4-DIMETHYL-17BETA-ACETOXY-DELTA5-ANDROSTENE AND ITS 3-KETAL DERIVATIVES

被引：31

作者：

DOMB, S

BOZZATO, G

SABOZ, JA

SCHAFFNE.K

机构：

[1] Organisch-chemisches LaboratoriumEidg, Technischen Hochschule Zürich

来源：

HELVETICA CHIMICA ACTA | 1969年 / 52卷 / 08期

关键词：

D O I：

10.1002/hlca.19690520825

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

On irradiation with light of wavelengths 2537 or > 3400 Å 4,4‐dimethyl‐17β‐acetoxy‐androst‐5‐ene‐3, 7‐dione (8) rearranges to the two diastereoisomeric products 9 and 10. This isomerization is the only detectable photochemical reaction of 8 in a variety of solvents, including p‐dioxane. Complete quenching with 0.5M naphthalene (on irradiation with > 3400 Å) indicates a triplet reaction. The photochemistry of the 3‐ethylene ketal derivative 29 differs completely. Irradiation in p‐dioxane solution leads exclusively to photoreduction and formation of the four diastereoisomeric dioxanyl allyl tert.‐carbinols 30a–d. Copyright © 1969 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：2436 / &

共 29 条

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