Table 2.

Scope of the aldehyde substrate in the triple-aldol reaction with 1.

Entry	Product		Yield [%][a]	d.r.[b]
1		3b	84	79:10:9:<2
2		3c	87	81:9:8:<2
3		3d	75	81:9:8:<2
4		3e	87	71:14:12:2
5[c]		3f	89	87:8:3:2
6		3g	54	–[d]
7[e]		3h	57	–[d]

^[a]Yield of combined isolated diastereomers, unless otherwise noted.

^[b]The diastereomeric ratios were determined by crude ¹H NMR spectroscopic and HPLC analyses.

^[c]0.2 mol% Tf₂NH was used.

^[d]this yield is for the diastereomer shown only;

^[e]10 mol% 1-iodo-3,3-dimethyl-1-butyne was employed in this reaction. Cy=cyclohexyl, Bn=benzyl, TBS=tert-butyldimethylsilyl, TIPS=triisopropylsilyl.