A rapid and simple method is presented for determining β-N-oxalyl-α. β- diaminopropionic acid (β -ODAP) and its much less toxic α -isomer (α -ODAP) in Lathyrus sativus. Seed and foliage extracts of Lathyrus sat...A rapid and simple method is presented for determining β-N-oxalyl-α. β- diaminopropionic acid (β -ODAP) and its much less toxic α -isomer (α -ODAP) in Lathyrus sativus. Seed and foliage extracts of Lathyrus sativus were treated with 1-fluoro-2,4-dinitrobenzene (FDNB) and a reversed-phase high-performance liquid chromatographic method for the separation of the derivatives in the pmol range is reported.展开更多
以β-硝基丙烯酸酯为底物,在无催化剂的条件下与芳胺化合物通过Michael加成反应,高选择性地合成了19个β-硝基-α-氨基丙酸酯类化合物(3a^3s,3i^3s)为新化合物,其结构经1 H NMR,13 C NMR和HR-MS(ESI)表征。并以手性BINOL磷酸为催化剂,...以β-硝基丙烯酸酯为底物,在无催化剂的条件下与芳胺化合物通过Michael加成反应,高选择性地合成了19个β-硝基-α-氨基丙酸酯类化合物(3a^3s,3i^3s)为新化合物,其结构经1 H NMR,13 C NMR和HR-MS(ESI)表征。并以手性BINOL磷酸为催化剂,初步探索了该反应的不对称催化,以85%收率和36%ee合成了产物3g。展开更多
A chiral phase-transfer catalyst,derived from the combination of cinchona alkaloid backbone and BINOL skeleton,enabled a Mannich reaction of glycine Schiff base with N-Boc-imines to generateα,β-diamino acid derivati...A chiral phase-transfer catalyst,derived from the combination of cinchona alkaloid backbone and BINOL skeleton,enabled a Mannich reaction of glycine Schiff base with N-Boc-imines to generateα,β-diamino acid derivatives in excellent yields(up to 99%)and with high diastereo-and enantioselectivities(up to>20∶1 dr,96%ee).展开更多
Diphenyl diamine-based phosphonyl imines attached by the N-isopropyl group in the auxiliary have been synthesized in good yields under convenient reaction conditions.These new chiral N-phosphonyl imines can react with...Diphenyl diamine-based phosphonyl imines attached by the N-isopropyl group in the auxiliary have been synthesized in good yields under convenient reaction conditions.These new chiral N-phosphonyl imines can react with glycine enolate smoothly to give chiral α-β diamino esters in good yields(72%-90%) and up to excellent diastereoselectivity(>99:1 dr).By treatment with HBr,the chiral auxiliary can be readily removed.The absolute structure has been unambiguously determined by converting a product to a known sample.展开更多
基金Tshe prOject!(39770469) supported by the National Natural Science Foundation of China.
文摘A rapid and simple method is presented for determining β-N-oxalyl-α. β- diaminopropionic acid (β -ODAP) and its much less toxic α -isomer (α -ODAP) in Lathyrus sativus. Seed and foliage extracts of Lathyrus sativus were treated with 1-fluoro-2,4-dinitrobenzene (FDNB) and a reversed-phase high-performance liquid chromatographic method for the separation of the derivatives in the pmol range is reported.
文摘以β-硝基丙烯酸酯为底物,在无催化剂的条件下与芳胺化合物通过Michael加成反应,高选择性地合成了19个β-硝基-α-氨基丙酸酯类化合物(3a^3s,3i^3s)为新化合物,其结构经1 H NMR,13 C NMR和HR-MS(ESI)表征。并以手性BINOL磷酸为催化剂,初步探索了该反应的不对称催化,以85%收率和36%ee合成了产物3g。
基金We are grateful for financial support from the National Natural Science Foundation of China(No.21232007).
文摘A chiral phase-transfer catalyst,derived from the combination of cinchona alkaloid backbone and BINOL skeleton,enabled a Mannich reaction of glycine Schiff base with N-Boc-imines to generateα,β-diamino acid derivatives in excellent yields(up to 99%)and with high diastereo-and enantioselectivities(up to>20∶1 dr,96%ee).
基金supported by the National Institutes of Health (Grant Nos.1 RO3 DA026960-01)Robert Welch Foundation (Grant No.D-1361)
文摘Diphenyl diamine-based phosphonyl imines attached by the N-isopropyl group in the auxiliary have been synthesized in good yields under convenient reaction conditions.These new chiral N-phosphonyl imines can react with glycine enolate smoothly to give chiral α-β diamino esters in good yields(72%-90%) and up to excellent diastereoselectivity(>99:1 dr).By treatment with HBr,the chiral auxiliary can be readily removed.The absolute structure has been unambiguously determined by converting a product to a known sample.
