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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 13
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Original Articles

Influence of Catalyst on the Formation of 5(10)-Ene Ketals From Estra-4-en-3-ones

, , &
Pages 2197-2201 | Received 26 Jul 1996, Published online: 22 Aug 2006
 

Abstract

The effect of catalyst on formation of isomeric ketals from 19-nortestosterone and 19-nor-ethisterone is reported. Regioselectivity has been achieved with metal hydrides as catalyst, reported for the first time, to give 5(10)-ene ketals.

#CDRI communication No. 5396

Notes

#CDRI communication No. 5396

Ketal, 3(R = H): mp,111–13°(115°)6, 1HNMR(400Hz, CDCI3):δ0.76(s,3H, 18-CH3),2.30(s, 1H, 10CH), 3.64(t, 1H, 17-CH, J = 9.2Hz), 3.96(s,4H, CH2-CH2 of ketal group). Mass: 318(M+).

Roussel-UCLAF Neth. Appl. 6,603,268 (Cl, C07c), Sept.19, 1966. Chem. Abstr.66:P65718x.

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