Steroide und Sexualhormone 255. Mitteilung [1]. Synthetische Versuche in der Limonin‐Reihe IV Eine neuartige  Westphalen ‐ Lettr é‐Umlagerung in der 4,4‐Dimethyl‐Steroid‐Reihe | Zendy

Schlatter HansRudolf | Zendy; Lüthy Christoph | Zendy; Graf Walter | Zendy

Premium

Steroide und Sexualhormone 255. Mitteilung [1]. Synthetische Versuche in der Limonin‐Reihe IV Eine neuartige Westphalen ‐ Lettr é‐Umlagerung in der 4,4‐Dimethyl‐Steroid‐Reihe

Author(s) -

Schlatter HansRudolf,

Lüthy Christoph,

Graf Walter

Publication year - 1975

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19750580512

Subject(s) - chemistry , reagent , limonin , medicinal chemistry , stereochemistry , organic chemistry , chromatography

Applying the HgCl 2 /ClCH 2 SCH 3 ‐reaction 1. to 4,4‐dimethyl‐Δ 5 ‐7‐oxo‐19‐hydroxy‐androstene (9) one observes an intramolecular rearrangement of the «Westphalen‐Lettré»‐type (→11). A related rearrangement is observed by treating 3‐oxo‐4,4‐dimethyl‐17β‐acetoxy‐Δ 5 ‐androstene (12) with HgCl 2 /ClCH 2 SCH 3 ‐reagent (→13). Reaction of 3β, 17β‐diacetoxy‐4,4‐dimethyl‐19‐(methoxymethyl)‐Δ 5 ‐androstene (7) with hydrogenfluoride/urea‐reagent gives rise to a similar rearranged product (→15).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research