MATEO: intermolecular α-amidoalkylation theoretical enantioselectivity optimization. Online tool for selection and design of chiral catalysts and products

Table 8 Enantioselective intermolecular α-amidoalkylation reactions of N-triflamides vs. phosphoric acids as catalysts

Reactions	entry	Nuc_qi	Cat_qi	Prod	Yield (%)^a	ee_R(%)_obs^b
New reactions (Catalysts 4a-4d)	1	3a	4a	2a	90	93
	2	3a	4b	2a	70	0
	3	3a	4c	2a	70	26
	4	3a	4d	2a	70	65
	5	3b	4a	2b	94	11
	6	3c	4a	2c	quant	67
	7	3d	4a	2d	quant	52
	8	3e	4a^c	2e	quant	54
Reported reactions (Catalyst 5e)	9	3a	5e^d	2a	70	74
	10	3b	5e^d	2b	–	–
	11	3c	5e^d	2c	74	58
	12	3d	5e^d	2d	79	74
	13	3e	5e	2e	77	21
	14	3e	5e^e	2e	18	12
	15	3e	5e^f	2e	27	24

^aYield (%) of isolated pure compound, the symbols 2a - 5e are the reactants and products, see scheme 4
^bDetermined by chiral stationary-phase HPLC
^cReaction time: 5 h
^dReactions previously reported by our group using the (R)-phosphoric acid 5e as catalyst
^eTemperature: − 30 ºC
^f Catalyst loading 2.5 mol%, reaction time 48 h

ISSN: 1758-2946