Highly Diastereoselective Desymmetrisation of Cyclic meso-Anhydrides and Derivatisation to Mono-Protected 1,4-Diols

Abstract

A new and efficient desymmetrisation of bi- and tricyclic meso-anhydrides is described, providing good yields and diastereoselectivities in all cases (routinely >95% de). Derivatisation of the chiral compounds synthesised is then demonstrated by their conversion into mono-protected 1,4-diols.

Key words

chiral auxiliary - diastereoselectivity - desymmetrisation - stereoselective synthesis - anhydride

References

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