Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.
REGIOSELECTIVE RING-OPENING OF GLUCOSE DERIVED SPIRO EPOXIDES / L. Lay, F. Nicotra, L. Panza, G. Russo. - In: SYNLETT. - ISSN 0936-5214. - 2(1995), pp. 167-168.
REGIOSELECTIVE RING-OPENING OF GLUCOSE DERIVED SPIRO EPOXIDES
L. LayPrimo
;
1995
Abstract
Spiro epoxides 2 derived from glucose can be opened either in acidic or basic conditions with opposite regioselectivity. Some examples with different nucleophiles are described. The procedure give access to intermediates which can be used in glycosidation reactions or in the synthesis of modified ketosugars.
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