A new synthesis of 4-OR-3-penten-1-ynes (C5-fragment) as a tool for the preparation of vitamin A
β Scribed by M. S. Brouwer; A. Hulkenberg; J. G. J. Kok; R. van Moorselaar; W. R. M. Overbeek; P. G. J. Wesselman
- Book ID
- 104588120
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 479 KB
- Volume
- 98
- Category
- Article
- ISSN
- 0165-0513
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π SIMILAR VOLUMES
The thermal intramolecular azide-enone 1,3-dipolar cycloaddition to azaspirocyclic keto aziridines 17 and 18 is reported, ct-Hydroxylation and oxidation to the corresponding diketo aziridine 2 provided an intermediate in a synthetic approach toward cephalotaxine 1.
Hydroxy-1-phenylthio-2-alkynes (5) reacted with dihydropyran to afford the corresponding 4-tetrahydropyranyloxy derivatives which, on treatment with KHMDS, gave a mixture of (E)-and (Z)-1-phenylthio-3-alken-1-ynes, with the former predominant. When MeLi was used in the place of KHMDS, the (Z)-isomer