RING CONTRACTION OF 2-O-TRIFLUOROMETHANESULFONATES OF ALPHA-HYDROXY-GAMMA-LACTONES TO OXETANE CARBOXYLIC ESTERS

RING CONTRACTION OF 2-O-TRIFLUOROMETHANESULFONATES OF ALPHA-HYDROXY-GAMMA-LACTONES TO OXETANE CARBOXYLIC ESTERS

2-O-Trifluoromethanesulphonate esters of the four diastereomeric 3,5-di-O-benzyl-pentono-1,4-1actones gave, on treatment with potassium carbonate in methanol, efficient ring contraction to methyl oxetane-2-carboxylic esters. The stereochemistry at C-2 of the resulting oxetanes is determined largely...

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מידע ביבליוגרפי
Main Authors: Witty, D, Fleet, G, Vogt, K, Wilson, F, Wang, Y, Storer, R, Myers, P, Wallis, C
פורמט: Journal article
שפה:English
יצא לאור: 1990
תיאור
סיכום:2-O-Trifluoromethanesulphonate esters of the four diastereomeric 3,5-di-O-benzyl-pentono-1,4-1actones gave, on treatment with potassium carbonate in methanol, efficient ring contraction to methyl oxetane-2-carboxylic esters. The stereochemistry at C-2 of the resulting oxetanes is determined largely by the configuration at C-3, rather than C-2, of the lactone. © 1990.

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