𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Photochemical reactions VII [1]. A ‘type A rearrangement’ in the photolysis of a steroidal α, β-unsaturated lactone

✍ Scribed by Vicente Ferrer; José Gómez; Juan-Julio Bonet

Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
220 KB
Volume
60
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

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 been isolated (Scheme 1).

📜 SIMILAR VOLUMES

A Di-π-Methane Rearrangement in the Phot
A Di-π-Methane Rearrangement in the Photolysis of a 4-Oxa-steroidal α,β-Unsaturated Enol-lactone. Photochemical reactions VIII
✍ José Alberto Vallet; José Boix; Juan-Julio Bonet; Marie Claire Briansó; Carlos M 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 German ⚖ 364 KB 👁 1 views

## 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__).

Photochemical Rearrangement of a Steroid
Photochemical Rearrangement of a Steroidal α,β-Epoxylactone. Photochemical reactions, XI [1]
✍ María Jesús Caus; Antonio Cánovas; Juan-Julio Bonet 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 German ⚖ 284 KB 👁 1 views

## 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.