Abstract
The plant hormone conjugate 2-O-(indole-3-acetyl)-myo-inositol (IAInos) has been selectively prepared for the first time by two routes from myo-inositol. One of the syntheses depended upon the construction of the 3-indoleacetyl group by a Fischer indole synthesis on an unreactive axial hydroxyl group, while the other via a direct acylation of the equatorially orientated hydroxy group created by conformational constraint of the cyclohexane ring. The latter synthesis produced IAInos in 5 steps and 29% overall yield.
Original language | English |
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Pages (from-to) | 6860-6864 |
Number of pages | 5 |
Journal | Organic & Biomolecular Chemistry |
Volume | 16 |
Issue number | 38 |
DOIs | |
Publication status | Published - 1 Jan 2018 |