Abstract
Metal-mediated cyclizations are important transformations in a natural product total synthesis. The Pauson-Khand reaction, particularly powerful for establishing cyclopentenone-containing structures, is distinguished as one of the most attractive annulation processes routinely employed in synthesis campaigns. This review covers Co, Rh, and Pd catalyzed Pauson-Khand reaction and summarizes its strategic applications in total syntheses of structurally complex natural products in the last five years. Additionally, the hetero-Pauson-Khand reaction in the synthesis of heterocycles will also be discussed. Focusing on the panorama of organic synthesis, this review highlights the strategically developed Pauson-Khand reaction in fulfilling total synthetic tasks and its synthetic attractiveness is aimed to be illustrated.
Highlights
The metal-mediated reaction plays an important role in constructing complex organic molecules [1,2,3]
The hetero-Pauson-Khand reaction has been harnessed as an effective tactic in the concise construction of functionalized polycyclic butenolides and α, β-unsaturated lactams (Scheme 6)
Rhodium, and palladium were involved in PK reactions represented in different advantageous patterns, among which thewere outstanding are as represented follows: a
Summary
The metal-mediated reaction plays an important role in constructing complex organic molecules [1,2,3]. 1973 [4] for the construction of cyclopentenone-containing moieties, stands as a promising method to permit efficient cyclic frameworks. Its efficient and atom-economic elaboration to substituted cyclopentenones renders this process highly prized in the construction of architecturally complex natural products. Since reported more than 40 years ago [5,6,7,8,9,10,11,12], it has been developed with different metal catalytic systems, including Co [13,14,15,16,17], Rh [18,19,20,21,22,23,24,25], Ru [26,27,28,29,30], Ti [31,32,33,34], Ir [35,36,37], Ni [38], Mo [39,40], Fe [41]; and other metals could promote the PKR to build the heterocycle frameworks [42,43,44]. By identifying reactivity patterns for diverse PKR precursors in the prominent synthetic application, we aim to elevate this powerful reaction to a method of choice in the synthetic designation of complex biologically active entities
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