Depending on the reaction conditions the intramolecular Diels-Alder reaction of furan-diene 14 yields predominantly either one of two adducts 16a and 16b , which possess the necessary --functionality for eventual transformation into corticosteroids. The dienophile was intro-
Novel ene- reactions of tetracyanoethylene with steroidal dienes
β Scribed by Anne M. Lautzenheiser; P.W. LeQuesne
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 193 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Recently-described work1 on the ene-reaction between acrylonitrile and ergosteryl acetate to give the adducts (I-III) leads us to report our investigation of some unusual reactions of tetracyanoethylene with three steroidal cisoid dienes. Tetracysnoethylene reacted rapidly with ergosteryl acetate in benzene solution to give a 1:l adduct, C H N 0 36 46 4 2,** m.p. 135", [al, 25 -170" in
π SIMILAR VOLUMES
## Abstract EDAβcomplexes of bicyclo[2,2,n]alkadienes (n = 1, 2, 3, 4) (**1** (n)βseries), 1,4βcyclohexadiene (**2**) and various other cyclic monoenes, dienes and trienes as donors and tetracyanoethylene (TCNE) as acceptor were investigated. Spectroscopic and thermodynamic constants of the complex
The I .74iencs 3ac with a double-activated cnophile moiety undzrgo thermal and zinc bromide catalyzed intramolecular ene rcactions lcading to rrurts-1.2-disubstitutcd cyclohexanes 4a-c in up to 8 9 9 ~ yield, highly diastcrcoselectively. The synthesis of cyclulicxaim from 1.7-diencs has not been fca
## Abstract For Abstract see ChemInform Abstract in Full Text.
Chiral, double-activated enophiles in 1,7-dienes 6a -d undergo thermal and Lewis-acid catalyzed intramolecular ene reactions yielding trans-cyclohexanes 7a-d and 8a-d.