In　this　work,　2,2-biphenol-based　prolinamide　water-compatible　C-2-　and　C-1-symmetrical　organocatalysts　were　synthesized　with　the　use　of　enantiopure　N-Cbz-(S)-proline　as　chiral　source.　Under　the　optimal　reaction　conditions,　the　C-1-symmetrical　organocatalyst　performed　efficiently　in　the　direct　aldol　reactions　in　water,　thus　delivering　the　desired　aldol　adducts　in　high　yields　(up　to　100%　yield)　with　excellent　stereocontrol　(up　to　97:3　dr　and　98%　ee).　The　observed　stereochemical　outcome　of　the　direct　aldol　reactions　in　water　was　interpreted　by　the　proposed　transition　state.