Table 2.

Propargylation of aldehydes catalyzed by 1-Cr ^a

Entry	R	Catalyst	Yield (%)b	ee (%)c
1	Ph	1-Cr	92	92 (R)
2d	Ph	Homo	81	0
3	4-MeOPh	1-Cr	96	96 (R)
4d	4-MeOPh	Homo	78	0
5	4-ClPh	1-Cr	93	92 (R)
6	4-BrPh	1-Cr	91	92 (R)
7	4-NO2Ph	1-Cr	94	91 (R)
8	4-COOMePh	1-Cr	92	94 (R)
9	3-MeOPh	1-Cr	90	99 (R)
10	1-Naphthyl	1-Cr	92	93 (R)
11	PhCH=CH	1-Cr	90	97 (R)
12	DBBA	1-Cr	0	0
13d	DBBA	Homo	90	0

DBBA: 3,5-dibenzyloxybenzaldehyde

^a Reaction conditions: 2 (0.10 mmol), 5 (0.15 mmol), and (S)-1-Cr (2 mol% catalyst based on MOF) in DCE (0.8 mL), −10 °C, 12 h

^b Isolated yield

^c Determined by chiral HPLC analysis (letters in brackets specify the excess isomer)

^d A 1:1 mixture of Cr(acac)₃ and (S)-Me₂ L (6 mol% catalyst based on Cr) was used as the catalyst