Stereoselective Synthesis of 8-Trialkylstannylmenthols
Julio C. Podestá, Verónica Dodero, Nelda N. Giagante and 1 more
Molecules · 2000
doi:10.3390/50300594 (opens in a new tab)
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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%).
Abstract licence: CC BY
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