Reactions of phosphorous amides with 3-hydroxy-2,2,4-trimethyl-3-pentenoic acid β-lactone
✍ Scribed by Wesley G. Bentrude; W.Delmar Johnson
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 230 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
We wish to report results of a study of the reactions of [(CIi2)2N]9p1 c!H~oP[B(c&)~]~ and (QIso)2PW(GWe)2 with the lactone dimer (&) of dimethylketene. These results have bearing on the question of the relative nucleophllicitles or basicities of phosphorus and nitrogen towards car-(Received in USA 19 July 1967) bony1 carbon. A comparison is made of these reactions to those previously reported' for (C!H~O)SF'
📜 SIMILAR VOLUMES
. A mixture of aldehyde V (1o08 g, 0.005 mole), sodium hydroxide (8 g, 0.2 mole), and benzyl cyanide (0.59 g, 0.005 mole) was refluxed in methanol (80 ml) for 3 h. The solvent was evaporated in vacuo, the residue treated with water, and the solid filtered, washed with water to neutrality, and dried.
The configurations of the title compounds are reassigned, based on stereoselective syntheses of the hydroxyacid and corresponding glycol and application of Cram's, Prelog's and Sharpless' rules.