𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Neighbouring group participation in the rearrangement of 4β-acetoxy-δ5-steroids to 6β-acetoxy-δ4-steroids

✍ Scribed by James R. Hanson; Paul B. Reese

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
160 KB
Volume
24
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

2H, '% and l4 C-Labelling studies are presented as evidence for the intervention of the jk-hydroxyl group, possibly via a 3fi,4.&acetoxylinium ion in the rearrangement and acetylation of @-hydroxy-4/-acetoxy_d-steroids by glacial acetic acid to fonn 3/,6&diaoetov-k-steroids.

The allylic rearrangement and acetylation of #-acetoxy-$-hydroxycholest-5-ene in reflwing acetic acid to form 36,66-d iacetoxycholest-4-ene has been known for

📜 SIMILAR VOLUMES

Reactions of 5α-hydroxy steroids : IX. T
Reactions of 5α-hydroxy steroids : IX. The acid catalysed rearrangement of 4β-acetoxy-5α-oxygenated cholestanes.
✍ J.M. Coxon; M.P. Hartshorn 📂 Article 📅 1969 🏛 Elsevier Science 🌐 French ⚖ 203 KB

The Westphalen rearrangement' of 38,68-substituted-cholestan-5u-ols (1) to give 5g-methyl-A'-compounds (2) has received considerable study2. No rearrangement products are obtained from 5J3-hydroxy-3, 6a-substituted-4, 6f3-methyl-5 or 6-keto-derivatives 6 . Recently Davies and Summers' reported t

Photochemical Reactions. Part 58 [1]. On
Photochemical Reactions. Part 58 [1]. On the mechanism of the rearrangement of the triplet-excited α, β-unsaturated δ-diketone 3, 7-dioxo-4, 4-dimethyl-17 β-acetoxy-Δ5-androstene
✍ S. Domb; K. Schaffner 📂 Article 📅 1970 🏛 John Wiley and Sons 🌐 German ⚖ 461 KB 👁 1 views

## 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

Steroids and Sex Hormones. Part 250. Tra
Steroids and Sex Hormones. Part 250. Transformation of dehydroabietic acid into 14-methyl-steroids II. The synthesis of 3-oxo-17β-acetoxy-14α-methyl-δ4-8α, 9β, 10α, 13α-estrene. Preliminary communication
✍ Toni Wirthlin; Hansuli Wehrli; Oskar Jeger 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 German ⚖ 181 KB

## Abstract __Zusammenfassung__. Im Rahmen der vorliegenden Mitteilung berichten wir über den partial‐synthetischen Aufbau von 3‐Oxo‐17 β‐acetoxy‐14α‐methyl‐Δ^4^‐8α, 9β, 10α, 13α‐östren (**12**), dessen Struktur anschliessend mittels dreidimensionaler Röntgenanalyse [2] sichergestellt worden ist. A