Unravelling a new class of chiral organocatalyst for asymmetric ring-opening reaction of meso epoxides with anilines.
Chiral sulfinamide based organocatalyst 11 was synthesized from readily available starting materials and used for the asymmetric ring-opening (ARO) reaction of meso epoxides with anilines. A high yield (up to 95%) of chiral β-amino alcohols with excellent enantioselectivity (ee up to 99%) was achieved in 24-30 h at rt under optimized reaction conditions. A probable mechanism for the catalytic ARO reaction is envisaged by (1)H and (13)C NMR experiments.
Discipline of Inorganic Materials and Catalysis and ‡Academy of Scientific and Innovative Research, Central Salt and Marine Chemicals Research Institute (CSMCRI), Council of Scientific & Industrial Research (CSIR) , G. B. Marg, Bhavnagar 364 002 Gujarat, India.
Manish
M
Kumar
Rukhsana I
RI
Kureshy
S
S
Saravanan
Shailesh
S
Verma
Ajay
A
Jakhar
Noor-ul H
NU
Khan
Sayed H R
SH
Abdi
Hari C
HC
Bajaj