On the synthesis of cardioactive steroid glycosides. On cardioactive steroids. XI
A stereoselective β-glycosidation of digitoxose and digitoxigenin involving a 1-3 participation of a urethane group is described. The conversion of digitoxin ( 10 ) to its furyl derivative 11 and the rcoxidation of 11 to digitoxin and isodigitoxin ( 12 ), respectively, in high yield is reported for...
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| Published in: | Canadian journal of chemistry 1983-10, Vol.61 (10), p.2442-2444 |
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| Main Authors: | , , |
| Format: | Article |
| Language: | eng |
| Subjects: | |
| Online Access: | Get full text |
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| Summary: | A stereoselective β-glycosidation of digitoxose and digitoxigenin involving a 1-3 participation of a urethane group is described. The conversion of digitoxin (
10
) to its furyl derivative
11
and the rcoxidation of
11
to digitoxin and isodigitoxin (
12
), respectively, in high yield is reported for the first time. This is of fundamental importance for the use of the new glycosidation method in the total synthesis of digitoxin and its analogues. |
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| ISSN: | 0008-4042 1480-3291 |