The oxidation of 2 to potassium glycerate 2, 3-acetonide (3) is smooth; however, incomplete oxidation gives 3-methoxy-1, 2-propanediol acetonide as a side product, along with the main product 4, after treatment with CH31. The reduction of 4 by LAD afforded the selectively deuterated alcohol 5 in a reasonable yield. Baldwin synthesized (S)-18b from (S)-2 by the reaction path corresponding to path A in Scheme I. 6 The yield in the chlorination of 3-( ...
[Schaus, Scott E.; Brandes, Bridget D.; Larrow, Jay F.; Tokunaga, Makoto; Hansen, Karl B.; Gould, Alexandra E.; Furrow, Michael E.; Jacobsen, Eric N. Journal of the American Chemical Society, 2002 , vol. 124, # 7 p. 1307 - 1315]
