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. Author manuscript; available in PMC: 2010 Apr 15.
Published in final edited form as: J Am Chem Soc. 2009 Apr 15;131(14):5054–5055. doi: 10.1021/ja900827p

Table 2.

Ruthenium catalyzed transfer hydrogenative coupling sulfonamido-allene 1e to aldehydes 2a-2la

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Coupling to Aryl Aldehydes
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91% Yield, 3a
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70% Yield, 3bb
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77% yield, 3c
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94% yield, 3d
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74% Yield, 3e
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90% Yield, 3f

Coupling to Enals
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61% Yield, 3gb
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63% Yield, 3hb
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65% Yield, 3ib

Coupling to Aliphatic Aldehydes
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77% Yied, 3j
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85% Yield, 3k
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69% Yield, 3l
a

In all cases, cited yields are of isolated material and represent the average of two runs. In each case, >20:1 anti-diastereoselectivity is observed, as determined by 1H NMR analysis. See Supporting Information for detailed experimental procedures.

b

Two equivalents of allene 1e were used.