Studies on vitamin D (calciferol) and its analogs. 23. Effect of 3-methyl substituents on the thermal [1,5]- and [1,7]-sigmatropic hydrogen shifts of vinylallenes and other seco steroids related to vitamin D: synthesis of 3-methyl- and 3,3-dimethyl-substituted analogs of 3-deoxy-1.alpha.,25-dihydroxyvitamin D3
- 1 November 1982
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 104 (22) , 6099-6105
- https://doi.org/10.1021/ja00386a042
Abstract
No abstract availableThis publication has 9 references indexed in Scilit:
- Studies on vitamin D (calciferol and its analogs). 22. Synthesis and thermolysis of A-norvinylallenes related to vitamin DThe Journal of Organic Chemistry, 1981
- Vitamin D (calciferol) and its analogs. 20. Synthesis of 3-deoxy-3,3-dimethyl-1-hydroxyvitamin D3 from vinylallene intermediates and related thermal and configurational studiesThe Journal of Organic Chemistry, 1980
- Studies on vitamin D (calciferol) and its analogs. 18. The vinylallene approach to the 1-hydroxyvitamin D system. New sigmatropic reactions in the vitamin D seriesJournal of the American Chemical Society, 1980
- Studies on the mode of action of vitamin D—XIV. Quantitative assessment of the structural requirements for the interaction of 1α,25-dihydroxyvitamin D3 with its chick intestinal mucosa receptor systemThe Journal of Steroid Biochemistry and Molecular Biology, 1978
- Two new vitamin D isomers. Formation of (3S,10R)-(Z,Z)-9,10-secocholesta-5,7,14-trien-3-ol and its 10S-epimer from cis-isotachysterol3 via facile [1,7]sigmatropic rearrangementsThe Journal of Organic Chemistry, 1978
- Studies on vitamin D (calciferol) and its analogs. 13. 3-Deoxy-3.alpha.-methyl-1.alpha.-hydroxyvitamin D3, 3-deoxy-3.alpha.-methyl-1.alpha.,25-dihydroxyvitamin D3, and 1.alpha.-hydroxy-3-epivitamin D3. Analogs with conformationally biased a ringsThe Journal of Organic Chemistry, 1978
- Reaction of copper enolates of esters with propargylic systems. Facile preparation of 3,4-dienoic esters, stereoselective rearrangement to (2E,4Z)- and (2E,4E)-dienoic esters, and stereoselective synthesis of a fragrance from the Bartlett pearThe Journal of Organic Chemistry, 1978
- Synthesis and bioassay of 3-deoxy-1α-hydroxyvitamin D3, an active analog of 1α,25-dihydroxyvitamin D3Bioorganic Chemistry, 1977
- Calciferol and its relatives. Part 20. A synthesis of Windaus and Grundmann's C19 ketoneJournal of the Chemical Society, Perkin Transactions 1, 1977