In 2022,Chemical Science included an article by Li, Gonglin; Zhang, Yan; Zeng, Hongkun; Feng, Xiaoming; Su, Zhishan; Lin, Lili. Electric Literature of C19H28N2O2. The article was titled 《Water enables diastereodivergency in bispidine-based chiral amine-catalyzed asymmetric Mannich reaction of cyclic N-sulfonyl ketimines with ketones》. The information in the text is summarized as follows:
A diastereodivergent asym. Mannich reaction of cyclic N-sulfonyl ketimines I (R1 = Me, Et, i-Pr, Bn, etc.; R2 = H, 5-OMe, 7-Cl, 6-Me, etc.) with ketones such as cyclohexanone, tert-Bu 4-oxopiperidine-1-carboxylate, thian-4-one, etc. catalyzed by a bispidine-based chiral amine catalyst, in which addnl. water switches the diastereoselectivity efficiently was reported. Synthesis of chiral anti- benzosultams and syn-benzosultams II (X = CH2, O, NCO2t-Bu, etc.) with potential anti-HIV-1 activity is obtained in excellent yields and good to excellent ee values. Control experiments and d. functional theory (DFT) calculations were applied to study the diastereodivergent mechanism, which reveal that the diastereodivergent catalysis should be state-determined, and the water reverses the energies of states to realize the diastereodivergency. The findings are quite new and might inspire more diastereodivergent asym. synthesis. In addition to this study using tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate, there are many other studies that have used tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate(cas: 227940-71-8Electric Literature of C19H28N2O2) was used in this study.
tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate(cas: 227940-71-8) belongs to esters. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. Electric Literature of C19H28N2O2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics