International Scholarly Research Notices

Review Article

Asymmetric Organocatalysis at the Service of Medicinal Chemistry

Table 1

Catalytic asymmetric approaches to warfarin through iminium ion catalysis.




Entry	Catalyst	Cocatalyst	Conditions	Yield (%)	e.e. (%)	Ref.

1	XVIII (10 mol%)	—	CH₂Cl₂, RT, 150 h	96	82 (R)	[100, 101]
2	XIX (10 mol%)	AcOH (10 equiv.)	THF, RT, 24 h	99	92 (R)	[102]
3	XX (5 mol%)	LiClO₄ (5 mol%), AcOH (10 equiv.)	1,4-dioxane, RT, 24 h	61	92 (R)	[103]
4	ent-XX (2 mol%)	BzOH (4 mol%)	H₂O, RT, 12 h	78→ 50^a	70 → >99^a (S)	[104]
5	XXI (10 mol%)	Caproic acid (10 equiv.)	THF, RT, 36 h	96	91 (S)	[105]
6	XXII (10 mol%)	4-MeBzOH (20 mol%)	Toluene, RT, 72 h	99	94 (R)	[106]
7	XXIII (20 mol%)	—	THF/DMSO 4 : 1, RT, 48 h	99	42^b	[107]
8	XXIV (20 mol%)	TFA (40 mol%)	CH₂Cl₂, 0°C, 96 h	88	96 (S)	[108]
9	XXV (10 mol%)	Succinic acid (10 mol%)	n-BuOH/H₂O, 40°C, 12 h	97	83 (R)	[109]
10	XXVI (20 mol%)	AcOH (1 equiv.)	THF, RT, 24 h	76	81^b	[110]

Isolated by precipitation from the reaction mixture. ^bAbsolute configuration not reported.