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. Author manuscript; available in PMC: 2010 Dec 2.
Published in final edited form as: J Am Chem Soc. 2009 Dec 2;131(47):17074–17075. doi: 10.1021/ja909030c

Table 2.

Evaluation of scope.

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Reaction conditions: 4 mol% Pd(MeCN)2Cl2, 8 mol% CuCl, 14 mol% (S)-iPrQuinox, 40 mol% KHCO3, 50 eq. NuH, balloon O2, rt, 0.1 M, 0.50 mmol scale. er for major diastereomer determined by GC, HPLC or SFC using a column equipped with a chiral stationary phase. dr determined by GC or 1H NMR. Major diastereomer confirmed by single crystal X-ray analysis of entry 1 and absolute configuration determined by Mosher ester analysis of entry 9.

a

25 eq. of NuH.

b

4 mol% Pd[(S)-iPrQuinox]Cl2, 8 mol% Cu[(S)-iPrQuinox]Cl2, 10 mol% NaHCO3.

c

30 °C, 2 eq. of NaN3.

d

er of minor diastereomer is 92:8.

e

1 eq. NaHCO3