Macrocyclic musk compounds-IX: new syntheses of cyclohexadecenone and cyclohexadecanone from aleuritic acid

Mathur, H. H. ; Bhattacharyya, S. C. (1965) Macrocyclic musk compounds-IX: new syntheses of cyclohexadecenone and cyclohexadecanone from aleuritic acid Tetrahedron, 21 (6). pp. 1537-1540. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)98317-6

Abstract

Hexadec-7-enedioic acid and the corresponding saturated acid have been prepared from aleuritic acid in good yield and subsequently cyclized to the respective acyloins, which in the form of acetates were reduced with calcium in liquid ammonia to furnish cyclohexadecenones and cyclohexadecanone respectively, along with the related mono-alcohols and 1,2-diols.

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