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37.7.1.1.3.1.2 Method 2: 1,5-Elimination of Sulfonic Esters

DOI: 10.1055/sos-SD-037-00438

Robina, I.; Vogel, P.Science of Synthesis, (200837654.

Under mild basic conditions 1-O-tosyl-d-erythritol (52) and 1-O-tosyl-d-threitol (55) give only 1,4-anhydroerythritol (50) and 1,4-anhydro-d-threitol [(R,R)-47], respectively. Under the same conditions 2-O-tosyl-d-erythritol (54) gives 1,4-anhydro-d-threitol [(R,R)-47], while its epimer 53 gives 50 (Scheme 10).[‌44‌]

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