Large heterocyclic rings from carbohydrate precursors

Abstract
Periodate oxidation of cycloheptaamylose and cyclohexaamylose, followed by borohydride reduction and acetylation, yields 2s,4S,5R,7s,9S,10R,12s,14S,15R,17s,19S,20R,22s,24S,25R,27s,29S,30R,32s,34S,35R-heneicosaacetoxymethyl-1,3,6,8,11,13,16,18,21,23,26,28,31,33-tetradecaoxacyclopentatriacontane (2) and 2s,4S,5R,7s,9S,10R,12s,14S,15R,17s,19S,20R,22s,24S,25R,27s,29S,30R-octadecaacetoxymethyl-1,3,6,8,11,13,16,18,21,23,26,28-dodecaoxacyclotriacontane (5), respectively. Both molecules are achiral.