Scheme 3. Diastereoselective reductions of ketone 1. a) LiAlH 4 (1.15 equiv), THF, À70 8C to À50 8C; b) Red-Al ¾ (3.0 equiv), THF, À70 8C to room temperature; c) BH 3 ¥SMe 2 (0.71 equiv), THF, room temperature. NOE NOE NOE 3 J (H a /H b ) = 5.6 Hz 3 J (H a /H b ) = 0 Scheme 7. Structure determination of acetonides 16 and 17: a) 2-methoxypropene, cat. TFA, DMF, 25 8C, 3 h.
Scheme 3. Diastereoselective reductions of ketone 1. a) LiAlH 4 (1.15 equiv), THF, À70 8C to À50 8C; b) Red-Al ¾ (3.0 equiv), THF, À70 8C to room temperature; c) BH 3 ¥SMe 2 (0.71 equiv), THF, room temperature. NOE NOE NOE 3 J (H a /H b ) = 5.6 Hz 3 J (H a /H b ) = 0 Scheme 7. Structure determination of acetonides 16 and 17: a) 2-methoxypropene, cat. TFA, DMF, 25 8C, 3 h.
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