Transformation of Carotol into the Hydroindane??Derived Musk Odorant

J Kula, R Bonikowski, M Staniszewska…

Index: Kula, Jozef; Bonikowski, Radoslaw; Staniszewska, Maria; Krakowiak, Arkadiusz; Wieczorek, Michal W.; Majzner, Wieslaw R.; Bujacz, Grzegorz D. European Journal of Organic Chemistry, 2002 , # 11 p. 1826 - 1829

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Citation Number: 7

Abstract

Abstract Ozonolysis of carotol (1) gives dihydroxy ketone 2 (63% yield), the absolute configuration of which was established by X-ray crystallography. An acidic dehydration of 2 delivers a mixture of isomeric ketones 3 and 4 (3: 1) that, catalysed by Pd/C in cyclohexene, yields a 1: 1 thermodynamic mixture of 3 and 6. Ketone 6 exhibits an intensive musk odour.(© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)