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Molecules 2000, 5(3), 594-595; doi:10.3390/50300594
Abstract

Stereoselective Synthesis of 8-Trialkylstannylmenthols

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Published: 22 March 2000
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Abstract

Trialkyltin menthones of type 2 are obtained selectively by 1,4-addition of trialkylstannyl lithium to (-)-pulegone. Reduction of 2 with borane in THF using as catalyst the reagent prepared from borane and (S)-valinol gave a mixture of the corresponding trialkyltin alcohols 3 (Me: 84%; n-Bu: 90,6%) and 4 (Me: 16% and n-Bu: 9,4%).
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Mandolesi, S.D.; Giagante, N.N.; Dodero, V.; Podestá, J.C. Stereoselective Synthesis of 8-Trialkylstannylmenthols. Molecules 2000, 5, 594-595.

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