The limitations and factors affecting the hydride reduction of pyrrolo[l,4]benzodiazepine-5,10-diones to anthramycin-type analogs have been explored. Anthramycin, sibiromycin, tomaymycin and the neot;ramycins belong to the pyrrolo[l,4] benzodiazepine(P[1,4]B)group of antitumor antibiotics. Previous
Synthesis and structure of anthramycin analogs via hydride reduction of dilactams
β Scribed by J.William Suggs; Yueh-Sha Wang; Ken S. Lee
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 234 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Hydride reduction of pyrrolo[1,4]benzodiazepine-5,lO-diones to carbinolamines is possible if a sufficiently electron-withdrawing group is present on the aromatic ring; the X-ray structure of one such product is given.
π SIMILAR VOLUMES
Linked analogs of the DNA binding antibiotic anthramycin are made via nucleophilic aromatic substitution followed by reduction-cyclization. The linked compounds protect DNA from restriction en&m&eases and reversibly crosslink DNA.
The recent findings that 2-oxazolines are inert to lithium aluminum hydride' and the successful implementation of a chiral non-racemic oxazoline as a reagent in asymmetric synthesis 2s3 have prompted a study involving oxazoline-hydrides as chiral reducing agents. Several chiral nonracemic oxazolines
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