Choi Hyeong-Wook, Hyunik Shin
Jun 1, 2008
Citations
0
Influential Citations
2
Citations
Journal
Synlett
Abstract
Efficient synthesis of TERT-butyl [(3 R,5 S)-6-hydroxy-methyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate ( 1) has been accomplished. Unprecedented hydration of 3 in the presence of lithium chloride provided 4A, B, the primary hydroxyl group of which reacted with pivaloyl- and 1-naphthoyl chloride, respectively, in pyridine to give 7A or 7D in improved selectivity. Diastereoselective reduction of 7A and protection-deprotection sequence provided 1.