Dimethyl 3,3,4,4,.5,.5,6,6-(2H8)-6-methoxycarbonyl-2-oxo-hexanephosphonate, a versatile reagent for the synthesis of deuterated ω-carboxy prostanoids
✍ Scribed by Claus O. Meese; Otto Fürst; Bernd Borstel
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- French
- Weight
- 577 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
An efficient preparation of the title compound la starting from propargyl alcohol and proceeding via deuterated monomethyl adipate (&) is described. As demonstrated by t h e first total synthesis of deuterated w-carboxy-thromboxane B2 (&I, may serve as a versatile starting compound for t h e synthesis of various w -carboxy prostanoic acid metabolites.
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I211 Genbve 4 (5. V .86) ~ Comparative results on the reduction of 4,6,7,8-tetrahydro-7,7-dimethyl-2H-1 -benzopyran-2,5(3H)-diones 1 are reported. Hydride reduction (LiAIH, in EtzO or NaBH, in i-PrOH) affords 2,3,4,6,7,8-hexahydro-5H-l-benzopyran-5-ones 5 in 30-60 % isolated yield. Photochemical red