Heterocyclic steroids IX : A Convenient Synthesis of 14-Aza-11-Keto Steroids
β Scribed by U.K. Pandit; K. de Jonge; G.J. Koomen; H.O. Huisman
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 208 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The total synthesis and stereochemistry of new 11-aza steroids are reported. Our strategy involves an intramolecular Diels-Alder cycloaddition of o-quinodimethanes which are generated by thermal ring opening of a benzocyclobutene.
A novel D + BCD + ABCD route to ll-keto steroids is reported involving a high yield stereoselective intramolecular Diels-Alder reaction of furan-diene 5a in water as a key-step. The dienophilic side chain is readily introduced starting from 2 via a sequence involving alkylation with ethyl 4-iodo-3-