## 7, Both enantiomers 1 are accessible in high yields and purities ( >. 97% ex.) via asymmetric prolin-catalyzed Robinson annulation of 2-methylcyclopentane-1,3-dione with methyl vinyl ketone [9]. Yields refer to chromatographically purified compounds. For the photochemical 1,3-acyl shift ofp,y-e
Total synthesis of (±)-silphiperfol-5-en-3-ol
✍ Scribed by Joachim Brendel; Peter Weyerstahl
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 227 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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## Abstract 6β‐Iodomethyl‐19‐norcholest‐5(10)‐en‐3α‐ol (VI) was synthesized by the homoallylic rearrangement of 19‐iodocholest‐5‐en‐3α‐ol (V), which was obtained by the hydrolysis of 19‐iodocholest‐5‐en‐3α‐ol acetate derived from the displacement of cholest‐5‐ene‐3α,19‐diol 3‐acetate 19‐toluene‐p‐s
THE total synthesis of several steroids (1.2) has previously been reported from this laboratory. In this communication a straightforward total synthesis of rec. 5a-preQnan-3~-ol-20-one (XIIIa) is reported. '3 All melting points were measured on Kofler block and corrected. '
Vinyl qunone methlde (1) reacts with polyphenols to give clnnamylphenols (4) and neoflavanolds (5) Oxldatlon of onnamylphenol (41,) leads to malvldln (10) Vu-the lsolated lntermedyate flav-3-en-3-01 (8b)
In the crystal structure of the title compound, C 27 H 42 O 3 ÁC 2 H 6 OS, intermolecular O-HÁ Á ÁO hydrogen bonds link the hydroxyl groups with the dimethyl sulfoxide solvent molecules.