ChemInform Abstract: Benzylidene Acetals of Heptonolactones.
Abstract
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ChemInform Abstract
Since benzylidene derivatives of glucoheptonolactone (I), never described until now, may be interesting synthons in natural product chemistry, some investigations concerning this type of products are carried out. Thus, the protected lactone (III), a powerful chiron, and some related acetals (see scheme) are prepared. Acetal (VIII) is relatively sensitive to acids and tends to rearrange to (III) which is finally deprotected to (I). The C-2 epimer (IX), on treatment with acid, affords the epimer (X) of (I), a compound which is obtained as well by acid-promoted deprotection of the (III)-epimer (XIV).
