Table 1. Variations of the ester moiety.
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---|---|---|---|---|
Entry | R | d.r.* | Yield, % | |
1 | Me | 50:50 | 90 | ![]() |
2 | i-Pr | 63:37 | 91 | |
3 | Benzhydryl | 64:36 | 85 | |
4 | tert-Bu (5) | 80:20 | 90 | |
5 | Neopentyl | 82:18 | 85 | |
6 | MCP (6) | 89:11 | 87 | |
7 | CP | 54:46 | 90 | L = TMSCI or THF, M = TMS or Li+ |
OBOM or BOMO, O-benzyloxymethyl; TMSCI, chlorotrimethysilane; TBDPS, tert-butyldiphenylsilyl; CP, cyclopentyl.
Diastereomeric ratio determined by inverse-gated homodecoupling 13C NMR