5 article(s) from Lindel, Thomas
Graphical Abstract
Scheme 1: Actin-binding cyclodepsipeptides, photo amino acids, retrosynthetic cuts of polyketide 7 leading to...
Scheme 2: Synthesis of γ-hydroxy esters 11 and 12, followed by Mitsunobu inversion.
Scheme 3: Synthesis of the polyketide section 7.
Scheme 4: Access to methylated D-iodotyrosine derivatives 22, 23, and 25.
Scheme 5: Synthesis of the doubly protected open chain peptide-polyketide 31.
Graphical Abstract
Figure 1: Bicyclic eunicellane-type diterpenes.
Figure 2: Synthetic eunicellane-type compounds with benzene partial structure.
Scheme 1: Access to ketoester 14 that did not cyclize to the ethyl vinyl ether under McMurry conditions.
Scheme 2: Synthesis of the 1,3-cyclohexadiene-containing eunicellane-type [8.4.0]bicycle 18 by McMurry coupli...
Figure 3: Preferred conformations of diastereomeric diols 18 and 19 including decisive NOESY correlations.
Scheme 3: Assembly of the envisaged cyclization precursor 27.
Scheme 4: Structure analysis of diastereomeric cyanohydrins 29 and 30.
Scheme 5: Formation of allenes 32 and 34 from sterically crowded propargylic alcohol 31.
Graphical Abstract
Figure 1: Bisindole alkaloid raputindole A (1) from the Amazonian tree Raputia simulans.
Scheme 1: Investigated synthetic precursors B–E of the cyclopenta[f]indole moiety (A) of raputindole A (1), a...
Scheme 2: 6-Iodoindole (2) serves twice as starting material towards indole-6-yl-substituted enone 8, obtaine...
Scheme 3: Assembly of 5-oxygenated bisindolylpentenones. DMB: 3,4-dimethoxybenzyl, DMFDMA: N,N-dimethylformal...
Scheme 4: Benzylic oxidation as side reaction of DMB removal.
Scheme 5: Hydroxyalkylation of N-protected indoles with β-cyclocitral and SnCl4-induced cyclization.
Scheme 6: Behavior of indolines after SnCl4-induced generation of allyl cations.
Scheme 7: Pt(II) and Au(I)-catalyzed cyclizations of propargylacetates 46 and 47 afforded cyclopenta[f]indoli...
Graphical Abstract
Figure 1: Prenylated indole alkaloids raputindole A from the rutaceous tree Raputia simulans and indiacen B f...
Scheme 1: Synthesis and SmI2-mediated reductive dimerization of natural product 5.
Scheme 2: Model visualizing the stereochemical course of the cyclopentanol formation leading to product 6. Po...
Scheme 3: Meyer–Schuster rearrangement of 13 and SmI2-mediated reductive [3 + 2] cycloaddition, followed by e...
Scheme 4: Nazarov-type cyclization of 14 to cyclopentanones 17 and 18; synthesis of verticillatine B (20).
Scheme 5: Synthesis and X-ray analysis of indiacen B (2, ORTEP drawing with ellipsoides at 50% probability).
Graphical Abstract
Figure 1: Structures of the strongly cytotoxic marine natural products malevamide D (1), isodolastatin H (2),...
Scheme 1: Total synthesis of malevamide D (1). a) DMSO (16 equiv), NEt3 (5 equiv), pyridine·SO3 (5 equiv), 0 ...
Scheme 2: Formation of oxazolylphosphate 18 on attempted DEPC-mediated coupling of dipeptide 15.
Scheme 3: Synthesis of tosyloximes (Z)-22 and (E)-22, X-ray structure of (E)-22. a) NH2OH·HCl (1.5 equiv), py...
Scheme 4: Synthesis of photo malevamide D 30. a) NH3(l), t-BuOMe, −40 °C, 2 h, rt, 16 h, quant. b) I2 (1.2 eq...
Figure 2: DSC curve of diazirine 25, heating rate 5 °C/min.