手性有機(jī)小分子催化的不對(duì)稱合成反應(yīng)-在線瀏覽
2025-04-10 10:28本頁面
【正文】 0 oC , 9 6 h XN C C NC H ORR1NHO H* * 9 9 % d e , 8 8 9 8 % e eR = a l k y l o r a r y lR1X = C H2 o r O , STransitional State A BXie, .。 Chen, . et al, Adv. Synth. Catal. 2022, 348, 1818. Primary amine as iminium catalyst RC+XN C C NXN C C NRHHCON RONHP hO HP hROR1NHH XRNR1XN H2H XRNR1XHM o r e F e a s i b l eU n f a v o r a b l eN C C N+2 0 m o l % 1 d4 0 m o l % T F AT H F , 0 oC , 9 6 hSN C C NHNNN H2O M eH1 dOO8 0 % y i e l d , 9 9 % e eN C C N+2 0 m o l % 1 d4 0 m o l % T F A1 5 m o l % D I P E AN C C NO3 5 % y i e l d , 9 0 % e eOP hO4 6 % y i e l d , 9 8 % e e+ST H F , 2 0 oC , 9 6 hXie, .。nsted酸催化的反應(yīng) Hine和 Kelly催化劑的氫鍵模式 OR1R2R2R1OH HORRH i n e b i p h e n y l e n e d i o l c a t a l y s t : R1= R2= HK e l l y b i p h e n y l e n e d i o l c a t a l y s t : R1= H , R2= N O2 R1= n P r , R2= N O2Hetero DielsAlder Reaction N M e 2T B S Os o l v e n t d r t OT B S OC H OO M e N M e 2A rEntry Solvent Dielectric constant Rate（ k） Relative rate 1 THFd8 105 1 2 Benzene d6 105 3 Acetonitriled3 105 4 Chloroform d 104 30 5 tBuOH d10 103 280 6 iPrOH d8 103 630 Rawal et al, JACS,2022 O HO HA rA rA rA rOO R a w a l c a t a l y s t : R = n a p h t h y lT B S ONRHO OT B S O RNOO Rc a t . ( 0 . 2 e q )t o l u e n e , 4 0 7 8 o CA c C lRawal et al, Nature, 2022 up to 98% ee Xray structure of catalyst PhCHO plex J. AM. CHEM. SOC. 2022, 127, 13361337 Asymmetric BaylisHillman Reaction O HO HRRRR
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