| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1348662 | Tetrahedron: Asymmetry | 2006 | 4 Pages |
Chiral desymmetrisation of myo-inositol 1,3,5-orthobenzoate via the formation of diastereoisomeric bis[(1S)-(−)-camphanate] esters provides a convenient and fast route to precursors for biologically important inositol phosphates and lipids, and to synthetic analogues and probes modified at O-1 or O-3 of the inositol ring.
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d-2,6-Di-O-[(−)-camphanoyl]-myo-inositol 1,3,5-orthobenzoateC33H38O12De >98%[α]D20=-19.4 (c 0.9, DMF)Source of chirality: (1S)-(−)-camphanic acid
d-2,6-Di-O-benzyl-myo-inositol 1,3,5-orthobenzoateC27H26O6Ee >98%[α]D20=+3 (c 1, CHCl3)Source of chirality: the precursor
d-1-O-Benzoyl-2,6-di-O-benzyl-myo-inositolC27H28O7Ee >98%[α]D20=-118.9 (c 1, MeOH)Source of chirality: the precursor
d-3-O-Benzoyl-2,6-di-O-benzyl-myo-inositolC27H28O7Ee >98%[α]D20=+36.7 (c 1, MeOH)Source of chirality: the precursor
