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. Author manuscript; available in PMC: 2012 Dec 7.
Published in final edited form as: Chemistry. 2011 Jul 19;17(35):9777–9788. doi: 10.1002/chem.201002930

Table 5.

Trans reduction of β-hydroxyl ketone 58.

Entry Conditions Yield 46 (Recovered 58)[a] dr[b]
1 NaB(OAc)3H (5 equiv), AcOH/acetone, −10 °C 46% (11%) 5:1
2 NMe4B(OAc)3H (5 equiv), AcOH/acetone, −20 °C 54% (26%) 9:1
3 NMe4B(OAc)3H (10 equiv), AcOH/acetone, −20 °C 69% (0%) 5:1
[a]

Isolated yield.

[b]

dr was determined by 1H NMR.