Publication

Cobalt-Catalyzed Enantioselective Intermolecular C-H Carbo-amination with Racemic Allenes

2026

Abstract

Enantioselective carboamination of allenes especially in conjunction with 3D-metal catalysis remains a significant challenge. We report chiral cyclopentadienyl cobaltIII-catalyzed regio-, chemo-, and enantioselective intermolecular C–H carboamination of racemic allenyl esters with N-phenoxyisobutyramides. The protocol offers an efficient approach for highly selective carboamination of allenes and affords synthetically valuable chiral γ-substituted-β-enamido esters with exceptional selectivities (up to 88% yield, >99:1 er, and >20:1 E/Z). Operating by a kinetic resolution pathway, the transformation was additionally optimized for recovery of enantioenriched allenes with high selectivity factors of up to 138. The utility was showcased by the resolution of methyl-(R,E)-(−)-tetradeca-2,4,5-trienoate, the male bean weevil pheromone.

Official source

https://infoscience.epfl.ch/entities/publication/06b7b8f3-d322-4d33-b7cf-68895512c305

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2026

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/06b7b8f3-d322-4d33-b7cf-68895512c305

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Related concepts (7)

Program optimization

In computer science, program optimization, code optimization, or software optimization, is the process of modifying a software system to make some aspect of it work more efficiently or use fewer resources. In general, a computer program may be optimized so that it executes more rapidly, or to make it capable of operating with less memory storage or other resources, or draw less power. Although the word "optimization" shares the same root as "optimal", it is rare for the process of optimization to produce a truly optimal system.

Optimizing compiler

In computing, an optimizing compiler is a compiler that tries to minimize or maximize some attributes of an executable computer program. Common requirements are to minimize a program's execution time, memory footprint, storage size, and power consumption (the last three being popular for portable computers). Compiler optimization is generally implemented using a sequence of optimizing transformations, algorithms which take a program and transform it to produce a semantically equivalent output program that uses fewer resources or executes faster.

Interprocedural optimization

Interprocedural optimization (IPO) is a collection of compiler techniques used in computer programming to improve performance in programs containing many frequently used functions of small or medium length. IPO differs from other compiler optimizations by analyzing the entire program as opposed to a single function or block of code. IPO seeks to reduce or eliminate duplicate calculations and inefficient use of memory and to simplify iterative sequences such as loops.

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Cobalt-Catalyzed Enantioselective Intermolecular C-H Carbo-amination with Racemic Allenes

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