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2 results on '"David Kossler"'

1. Chiral Cyclopentadienyl Ruthenium Complexes as Versatile Catalysts for Enantioselective Transformations

Author

David Kossler and Nicolai Cramer

Subjects
Asymmetric catalysis, Cycloisomerization, Cyclopentadienyl ligand, Ruthenium, Chemistry, QD1-999
Abstract

Ruthenium complexes, in particular cyclopentadienyl ruthenium (??) derivatives, catalyze a vast number of transformations in the field of homogenous catalysis. Herein we describe the first synthesis of efficient chiral cationic cyclopentadienyl ruthenium (??) catalysts and their application in enantioselective cycloisomerizations yielding 4H-pyrans. A tremendous counterion effect on the selectivity was observed and subsequently explored, giving rise to a complementary set of neutral cyclopentadienyl ruthenium (??) complexes able to catalyze asymmetric cyclobutene formations.

Published
2017
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2. Total Synthesis of Tagetitoxin

Author

Chi He, Phil S. Baran, Thomas P. Stratton, David Kossler, Hang Chu, Kelly J. Eberle, and Dillon T. Flood

Subjects
Natural product, Molecular Structure, Stereochemistry, Extramural, Absolute configuration, Total synthesis, Stereoisomerism, General Chemistry, 010402 general chemistry, 01 natural sciences, Biochemistry, Catalysis, Article, 0104 chemical sciences, chemistry.chemical_compound, Colloid and Surface Chemistry, Organophosphorus Compounds, chemistry, Furan, Dicarboxylic Acids, Tagetitoxin
Abstract

The intriguing structure of tagetitoxin (1), a long-standing challenge in natural product synthesis, has been the subject of multiple revisions and has been confirmed through total synthesis. The route commences from a renewable furan starting material and features a number of unusual transformations (such as rearrangements, bromocyclization, and P(V)-based phosphate installation) to arrive at the target in 15 steps. As the route was designed to enable access to both enantiomers, the absolute configuration of the natural product could be assigned using a bioassay on (+)-1 and (-)-1.

Published
2020

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