The molecular structure of a 6-thiaestrogen1
✍ Scribed by H. Schenk; W.M.B. Könst; W.N. Speckamp; H.O. Huisman
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 219 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The remarkable result of the Ed-hydrogenation ofA8.9-6-thiaestrogen J-3 as compared with the analogous reaction4 of the corresponding carbocyclic steroids is of prime importance in the total synthesis of all-trans-6-thiaestrone. Formation of both aa, ga-H as well as 8S-98-H products was shown to occur, the latter isomer not being observed generally in this type of redUCtion.
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Color 133 decomp. M.P. IB.p.1 Sub1.-Temp. v (M-S) UV [el Yield 1 ("C/Torr) 1 ("C) [b] 1 (cm-1) 1 E (cm-1) ( %) 90-I00 Ni(CHjPS2 F)
In the previous paper (1) we have described a two-step synthesis of 1,6-methanaCl0lannulen-1 l-one from tropone. This compound, having the p-orbital of the carbonyl group .approximately perpendicular to the peripheral IOn-electron system, failed to exhibit appreciable n-n interaction between them. W