Abstract
10α, 10β and 13-osters of dimethyl shellolate have been prepared from the corresponding 10-bromo and 13-iodo derivatives and the potassium salt ofthreo aleuritic and 16-hydroxytrans 9,10-epoxy hexadecanoic acids. The epoxide ring was selectively opened under acid catalysis to give the correspondingerythroglycol, the ester function remaining intact.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Cookson R C, Lewin N and Morrison A 1962Tetrahedron 18 547
Eswaran S V, Seshadri T R and Subramanian G B V 1973Indian J. Chem. 11 994
Eswaran S V, Sriram N, Seshadri T R and Subramanian G B V 1973Indian J. Chem. 11 991
Singh A N, Mhaskar V V and Sukh Dev 1978Tetrahedron 34 595
Singh A N, Upadhye A B, Mhaskar V V and Sukh Dev 1974Tetrahedron 30 867
Singh H B, Madhav R, Seshadri T R and Subramanian G B V 1967Tetrahedron 23 4795
Subramanian G B V, Majumdar U, Chauhan V S, Ganesh K N and Mahajan V K 1977J. Chem. Soc. Perkin Trans. I 1734
Subramanian G B V, Majumdar U, Nuzhat R, Mahajan V K and Ganesh K N 1979J. Chem. Soc. Perkin Trans. I 2167
Subramanian G B V, Nuzhat R and Mahajan V K 1980Indian J. Chem. 19B 173
Sukh Dev 1974J. Indian Chem. Soc. 51 150
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Subramanian, G.B.V., Chander, Y. & Nuzhat, R. Synthesis of some model esters of a constituent of shellac with long chain hydroxy and epoxy fatty acids. Proc. Indian Acad. Sci. (Chem. Sci.) 90, 61–67 (1981). https://doi.org/10.1007/BF02841329
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02841329