Table 2.
Coupling to Aryl Aldehydes | ||
91% Yield, 3a |
70% Yield, 3bb |
77% yield, 3c |
94% yield, 3d |
74% Yield, 3e |
90% Yield, 3f |
Coupling to Enals | ||
61% Yield, 3gb |
63% Yield, 3hb |
65% Yield, 3ib |
Coupling to Aliphatic Aldehydes | ||
77% Yied, 3j |
85% Yield, 3k |
69% Yield, 3l |
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.
Two equivalents of allene 1e were used.