Sarkale, Abhijeet M.Abhijeet M.SarkaleAppayee, ChandrakumarChandrakumarAppayee2025-08-312025-08-312020-06-0510.1021/acs.orglett.0c013752-s2.0-85085708234https://d8.irins.org/handle/IITG2025/2412132459490A first stereodivergent strategy for the asymmetric synthesis of all stereoisomers of 1-hydroxymethylpyrrolizidine alkaloids is developed using an asymmetric self-Mannich reaction as a key step. An anti-selective self-Mannich reaction of methyl 4-oxobutanoate with the PMP-Amine catalyzed by a chiral secondary amine is successfully optimized for the asymmetric synthesis of (+)-isoretronecanol and (-)-isoretronecanol. A syn-selective self-Mannich reaction catalyzed by proline is utilized for the asymmetric synthesis of the diastereomer, (+)-laburnine, and its enantiomer, (-)-Trachelanthamidine.falseStereodivergent Synthesis of 1-Hydroxymethylpyrrolizidine AlkaloidsArticle152370524355-43595 June 20205arJournal6WOS:000538848600059