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This document describes a three-step synthesis of trans-(R)-nerolidol and trans-(S)-nerolidol from commercially available E,E-farnesol. The key steps are: 1) Sharpless asymmetric epoxidation of E,E-farnesol using either (-) or (+) diethyl tartrate to produce either (2R,3R) or (2S,3S) epoxyfarnesol; 2) Conversion of the epoxides to labile triflates; 3) Reduction of the triflates with activated zinc to yield enantiomerically pure trans (R)- or (S)-nerolidol in good yields. This
- Author
- otpmairieuhihi
- Language
- EN