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. Author manuscript; available in PMC: 2010 Apr 29.
Published in final edited form as: Angew Chem Int Ed Engl. 2008;47(28):5220–5223. doi: 10.1002/anie.200801359

Table 2.

Coupling of enynes 1b–1g to benzyl alcohol 2b by ruthenium-catalyzed transfer hydrogenation.a

graphic file with name nihms195850u2.jpg
1b, R =2-thienyl 1d, R =TBSO(CH2)4 1f, R =TBSOC(CH3)2
1c, R =BocNH(CH2)2 1e, R =TBSOCH2 1g, R =cyclohexyl
graphic file with name nihms195850t16.jpg graphic file with name nihms195850t17.jpg graphic file with name nihms195850t18.jpg
3pb 3q 3r
71% yield 54% yield 63% yield
1:1 d.r. 1:1 d.r. 1:1 d.r.
graphic file with name nihms195850t19.jpg graphic file with name nihms195850t20.jpg graphic file with name nihms195850t21.jpg
3s 3tb 3ub
78% yield 56% yield 70% yield
1.5:1 d.r. 1:1 d.r. 1:1 d.r.
a

See the footnotes of Table 1 for details.

b

m-NO2BzOH (5 mol%) was employed as a cocatalyst. Boc =tert-butyloxycarbonyl, Bz =benzyl, TBS =tert-butyldimethylsilyl.