Highly Selective Ring-Cleavage of Acetals Catalyzed by Phenylboron Complexes Derived from Sulfonamides of α-Amino Acids
- 1 January 1996
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1996 (01) , 43-45
- https://doi.org/10.1055/s-1996-5332
Abstract
In the presence of catalytic amount of (0.1-0.5 equiv) of phenylboron complex 5d and nucleophiles 4a-e (1.5-1.1 equiv), chiral cyclic acetals (2S,4R)-3a-d undergo efficient ring-cleavage reaction to give 7a-h with high stereoselectivity. Removal of the chiral auxiliary from the ring-cleavage products 7a-h by a two step sequence furnishes functionalized secondary alcohols 8a-h of high enantiomeric purities.Keywords
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