P Skytanthine

When racemic mevalonic acid as the corresponding lactone and labeled at C-2 with is fed to the Chilean shmb SJ tanthus acutusM.ejen. labeled p-skytanthine [24282-31-3] (115) is obtained. Skjtanthus alkaloids are reputed to be tremorgenic (85). 

P-parinaric acid, physical properties, 5 33t P-pentenoic acid, physical properties, 5 3 It P-peroxylactones, 18 484 Beta phase titanium, 24 838 in alloys, 24 854-856 properties of, 24 840, 941 P-phellandrene, 24 493 P-picoline, 21 110 from acrolein, 1 276 uses for, 21 120 P-pinene, 3 230 24 496-497 major products from, 24 478 /-menthol from, 24 522 as natural precursor for aroma chemicals, 3 232 terpenoids from, 24 478-479 P-propiolactone, polymerization of, 14 259 P-quartz solid solution, 12 637—638 Beta ratio, in filtration, 11 329—330 Beta (P) rays, 21 285 P-scission reactions, 14 280-281 P-skytanthine, 2 101 P-spodumene solid solution, 12 638-639 P-sulfur trioxide, 23 756 P-sultones, 23 527 P-tocopherol, 25 793 P-tocotrienol, 25 793 P-vinylacrylic acid, physical properties, 5 33t... 

The biosynthesis of simple monoterpenes has not been studied extensively. Acetate, mevalonate, and geranylpyro-phosphate are incorporated into actinidine. However, neither loganin (2) nor actinidine (8) serves as a precursor for p-skytanthine (9) or its derivatives in Tecoma stans (Bigno-niaceae) (Fig. 36.2). These compounds appear to be derived from an intermediate preceding loganin in the biosynthetic pathway. 

The spectral data for kinabalurine D (47) showed it to be yet another 7-hydroxy-skytanthine diastereomer but proved inadequate for definitive assignment of stereochemistry. To this end kinabalurine D was converted to the quaternary ammonium iodide salt which provided suitable crystals for X-ray analysis. Kinabalurine D differs from kinabalurines A-C in having a 4-P-methyl group and a trans ring junction in which the stereochemistry of H(5)... 

Miscellaneous Reactions. - p-Toluenesulfonaraide undergoes Mitsunobu-type reactions in the presence of alcohols and cyanomethylenetriphenyl-phos-phorane (56) to give predominantly mono-N-alkylation products. This reaction has also been applied to the synthesis of cyclic ethers from diols and cyclic amines from amino alcohols and to carbon-carbon bond formation. Examples of cyclic amine synthesis include that of (+)-a-skytanthine (57). A comparative study of the reactions of active methine compounds (58) as nucleophiles using... 

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