Proaporphines undergo tight cataZy.zed rearrangement. Pakistanmine ( 1) is thus converted into ZwnipakistamLne (21, uh,hile pronuciferine (l) and N-acetylnorpronuciferine IS,, afford the corresponding C-9 hydroxylated aporphines 9 m2d 10.
β¦ LIBER β¦
Photochemical routes to proaporphines. A new synthesis of pronuciferine.
β Scribed by Z. Horii; Y. Nakashita; C. Iwata
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 81 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
In a previous paper, 1 we described a new synthetic method of Spiro-dienone
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The cyclobutenic ester 1, readily available by thermal [2+2] cycloaddition of the silyl enol ether derived from cyclopentanone with ethyl propynoate, is easily transformed into the diquinanic alcohol 3 via the bicyclo [2.1.0] pentane intermediate 2. After protection as the thexyldimethylsilyl ether,