Skip to main content
. 2019 Oct 18;9(57):33497–33505. doi: 10.1039/c9ra06210f

Screening of solventsa.

graphic file with name c9ra06210f-u2.jpg
Entry Solvent Time Yieldb (%) eec (%)
1 n-Hexane 24 52 48
2 Toluene 72 49 45
3 CH2Cl2 72 41 30
4 EtOAc 24 67 54
5 CH3OCH2CH2OCH3 36 47 40
7 MTBE 36 84 49
8 THF 36 81 69
9 Dioxane 36 76 57
10 MeOH 24 69 57
11 Ethylene glycol 24 42 57
a

Reaction conditions: the azodicarboxylate (1 equiv.) was added to the aldehyde (1.5 equiv.), with catalyst (15 mol%) in THF at rt for the stated period of time under argon. Reaction without isolation of intermediate.

b

Isolated yield.

c

Determined by chiral HPLC.