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Beilstein J. Org. Chem. 2025, 21, 2072–2081, doi:10.3762/bjoc.21.162
Graphical Abstract
Figure 1: Structures of some reported chaetominine-type alkaloids and revised structures via our total synthe...
Scheme 1: Improved total synthesis of (–)-isochaetominine A (4) and diastereomer 16.
Scheme 2: Diastereoconvergent transformations of 17 and 18 into two diastereomers of versiquinazoline H.
Scheme 3: Mono- and double epimerization-based enantiodivergent syntheses of chaetominine-type alkaloids and ...
Scheme 4: Enantioselective synthesis of the proposed structure of aspera chaetominine A.
Scheme 5: Enantioselective syntheses of both the proposed and revised structures of aspera chaetominine B.
Beilstein J. Org. Chem. 2013, 9, 2358–2366, doi:10.3762/bjoc.9.271
Figure 1: Structures of some pumiliotoxins and an advanced intermediate.
Scheme 1: Synthesis of 5 from 6 via oxidation–addition sequence.
Scheme 2: Plausible stereochemical course of the preferential axial addition of methylmagnesium iodide to bic...
Scheme 3: Holmes’ exclusive trans-diastereoselective methylation of N-Cbz-protected piperidin-3-one 8.
Scheme 4: Our plan for the trans-diastereoselective methylation of keto-lactam 10.
Scheme 5: Retrosynthetic analysis of (8S,8aS)-8-hydroxy-8-methylindolizidin-5-one (5).
Scheme 6: Synthesis of compound 18.
Scheme 7: Synthesis of hydroxylactam 18.
Scheme 8: Synthesis of tertiary alcohol 22.
Scheme 9: Synthesis of (8S,8aS)-5 and its silyl ether 23.
Beilstein J. Org. Chem. 2007, 3, No. 41, doi:10.1186/1860-5397-3-41
Scheme 1: The skeletons of useful aza-spiroketals and some naturally occurring hydroxylated indolizidines.
Scheme 2: Synthetic strategy based on N,O-dibenzylmalimide (4).
Scheme 3: Stereoselectivity synthesis of aza-spiropyran 7.
Figure 1: The observed NOE correlations (in part) and the region expanded NOESY spectrum of compound 7.
Scheme 4: Stereoselective synthesis of (1S,8aR)-1-hydroxyindolizidine (ent-3).
Scheme 5: One-pot synthesis of ent-3 from amino alcohol 8.