Department of Nanopharmaceutical Sciences, Nagoya, Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Rigaku Corporation, 3-9-12, Matsubara-cho, Akishima-shi, Tokyo 196-8666, Japan.
Molecules. 2020 Oct 3;25(19):4539. doi: 10.3390/molecules25194539.
The first example of a chiral halogen-bond donor with a sp-hybridized carbon-iodine moiety in a fluorobissulfonyl scaffold is described. The binaphthyl backbone was designed as a chiral source and the chiral halogen-bond donor (R)-1 was synthesized from (R)-1,1'-binaphthol in 11 steps. An NMR titration experiment demonstrated that (R)-1 worked as a halogen-bond donor. The Mukaiyama aldol reaction and quinoline reduction were examined using (R)-1 as a catalyst to evaluate the asymmetric induction.
首例手性卤键供体，具有氟双磺酰基骨架中 sp 杂化的碳-碘部分，得到了描述。联萘骨架被设计为手性源，手性卤键供体 (R)-1 由 (R)-1,1'-联萘酚经 11 步合成得到。NMR 滴定实验证明 (R)-1 可作为卤键供体。Mukaiyama 羟醛缩合反应和喹啉还原反应被用作检验 (R)-1 的催化剂，以评估不对称诱导。
