The author of 《Tunable Bifunctional Phosphine-Squaramide Promoted Morita-Baylis-Hillman Reaction of N-Alkyl Isatins with Acrylates》 were Dong, Ze; Yan, Chao; Gao, Yongzhi; Dong, Chune; Qiu, Guofu; Zhou, Hai-Bing. And the article was published in Advanced Synthesis & Catalysis in 2015. Recommanded Product: (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine The author mentioned the following in the article:
A series of highly tunable bifunctional phosphine-squaramide H-bond donor organocatalysts I (R1 = i-Pr, Ph, t-Bu; R2 = 4-FC6H4, 3,5-(CF3)2C6H3, 3,5-(CF3)2C6H3CH2) has been synthesized from inexpensive and com. available β-amino alcs. in moderate yields. Catalyst I (R1 = t-Bu; R2 = 3,5-(CF3)2C6H3) can efficiently promote the asym. Morita-Baylis-Hillman (MBH) reaction of N-alkyl isatins with acrylate esters providing the chiral 3-substituted 3-hydroxy-2-oxindoles II (R3 = H, 4-Br, 5-F, etc.; R4 = Me, i-Pr, allyl, Bn, etc.; R5 = Me, Et, Bu, t-Bu) in good yields and enantioselectivities (up to 93 % yield and 95 % ee), in which the challenging substrate tert-Bu acrylate tert-Bu prop-2-enoate, provided the best ee value to date. This methodol. was applied successfully in the synthesis of chiral cyclic spiropyrrolizidineoxindole and γ-butyrolactone derivatives without enantioselectivity deterioration. The KIE experiments show that the electrophilic addition of N-Me isatin to the complex of acrylate ester and phophine-squaramide is the rate-determining step of the asym. MBH reaction. After reading the article, we found that the author used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Recommanded Product: (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine)
(S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas:286454-86-2) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Recommanded Product: (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis