. 2010 Feb 11;15(2):917–958. doi: 10.3390/molecules15020917

Table 8.

Comparison of catalysts in aminoxylation/nitrosoaldol reactions of aldehydes.

Cat.	Substrate^a	Conditions	Yield (%)	ee (%)^b	Ref.
1	2-methyl-3-propanal	20 mol% cat., DMF,	32	67	[114]
1	2-methyl-3-propanal	25 ºC, 24 h	(N:O = 1.5:1)	67	[114]
2	α-branched aldehydes (10)	20 mol% cat., DMF,	55–96	5–90	[114]
2	α-branched aldehydes (10)	0–25 ºC , 3–24 h	(N:O = 0.6:1–20:1)	5–90	[114]
34	α-branched aldehydes (5)	10 mol% cat., toluene,	53–74	46–59	[115]
34	α-branched aldehydes (5)	-40 ºC, 2–3 d	(N:O = N/A)	46–59	[115]
26	α-unbranched aldehydes (8)	20 mol% cat., CH₂Cl₂,	40–75	91–99	[116]
26	α-unbranched aldehydes (8)	0 ºC	(N:O >99:1)	91–99	[116]
35	α-unbranched aldehydes (6)	10 mol% cat., THF,	70–90	96–99	[117]
35	α-unbranched aldehydes (6)	0 ºC, 1 h	(N:O >99:1)	96–99	[117]

^a Number of examples shown in parentheses ^bee of the N-nitrosoaldol product.