## Abstract The UV. irradiation of 17β‐acetoxy‐4α, 5α‐epoxy‐2‐oxaandrostan‐3‐one (**7**) yields 17β‐acetoxy‐2‐oxa‐10(5 → 4)__abeo__‐4ζ (H)‐androsta‐3,5‐dione (**11**). A non‐photochemical synthesis of **11**, proceeding in lower yield, is also described.
Photochemical reactivity of α,β-unsaturated δ-lactams: Synthesis of seco-steroids. Photochemical reactions. XIII [1]
✍ Scribed by Antonio Cánovas; Jesús Fonrodona; Juan-Julio Bonet; Marie Claire Briansó; José Luis Briansó
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 557 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The UV. irradiation of 17 β‐hydroxy‐2‐aza‐4‐androsten‐3‐one (1), N‐methyl‐17 β‐hydroxy‐2‐aza‐4‐androsten‐3‐one (3), 17 β‐hydroxy‐4‐aza‐5 β‐androst‐1‐en‐3‐one (2) and N‐methyl‐17 β‐hydroxy‐4‐aza‐5 β‐androst‐1‐en‐3‐one (4), gives rise to 1,10‐seco (from 1 and 3) and 5, 10‐seco (from 2 and 4) steroids.
📜 SIMILAR VOLUMES
## Abstract The UV. irradiation of 17β‐hydroxy‐4α, 5α‐epoxy‐2‐azaandrostan‐3‐one (**1**) yields 17β‐hydroxy‐2‐aza‐10 (5 → 4‐__abeo__)‐4ζ (H)‐androsta‐3,5‐dione (**3**).
## Abstract The UV. irradiation of 17 β‐acetoxy‐4‐oxa‐5 α‐androst‐1‐en‐3‐one **(1)** yields A,B‐__diseco__‐steroids originating from a __Norrish I__ process of the lactone function.
## Abstract The irradiation of 17 β‐hydroxy‐2‐oxa‐androst‐4‐en‐3‐one (**1**) yield a cyclopropane derivative **2**, which is the result of a rearrangement, formally analogous to the ‘type A rearrangement’ of the enones. Two other products, the dihydroxy compound **5** and the dimer **6**, have also
## Abstract The irradiation of 17β‐acetoxy‐4‐oxa‐1,5‐androstadien‐3‐one (**12**) yielded the two stereoisomeric spiro‐lactones **13** and **14**, which result from a di‐π‐methane photorearrangement. A third product, the oxa‐anthrasteroid **15**, was also isolated (__Scheme 3__).
## Abstract In einer vorangehenden Arbeit [2] wurde gezeigt, dass sich das triplettangeregte α, β‐ungesättigte δ‐Diketon **1** in die beiden stereoisomeren Cyclopropyl‐diketone **2** und **3** umlagert. Neue Resultate vermitteln nun einen näheren Einblick in die mechanistischen Aspekte dieser Photo