THE ACTION OF ALKALI ON DI-O-(2-BROMOETHYLIDENE)-D-MANNITOLS: FORMATION OF AN UNUSUALLY ACID-STABLE ACETAL LINKAGE

Article abstract of DOI:10.1016/0008-6215(87)80074-5

When cis,trans-1,2:5,6-di-O-(2-bromoethylidene)-D-mannitol and cis,cis-1,2:5,6-di-O-(2-bromoethylidene)-D-mannitol were treated with dilute, boiling sodium hydroxide, 5,6-O-(S)-2-bromoethylidene)-3:1,2-O-<(R)-1-ethanyl-2-ylidene>-D-mannitol (3) and 3:1,2;