Science of Synthesis

Shi, L.; Yang, Z., Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (2015) 1, 601.

General Introduction

Complex natural product total synthesis provides the ultimate test of reaction design and applicability. The selection of a powerful reaction for the total synthesis of specific target molecules with considerable structural and stereochemical complexity is both an intellectual challenge and a critical step in natural product synthesis. The Pauson–Khand reaction is a method used for the construction of a cyclopentenone skeleton from an alkene, an alkyne, and carbon monoxide based on a domino sequence of bond constructions. This reaction contributes immeasurably to both the science and art of total synthesis, resulting in improved practical efficiencies and an enhanced aesthetic appeal to synthetic planning.[‌1‌–‌3‌]

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M eeeeee eeeeeee eeeeeee ee eee eeeeeeeeeee ee ee eeeeeeeeeeeeee Meeeee–Meeee eeeeeeee ee e eee eeee ee eee eeeeeeeeee eeeeeeeeeee ee ee eeeeeeeee eeeeeeeeeeee ee eee eeeeeeeeeeeeeeee eeeeee eeeeeeeee ee eeeeeeeee (‌8‌; ‌Meeeee 8‌).[‌88‌] Me eeee eeeeee, eee eeeeeee eeeeeeeee eee eeeee eeeeeeeee eeeeeeeeee eeeeeeeee ee eeeeeeeeeeeeee ‌8‌ eeeee ee eeeeee eeeeeeeee eeeeeeee eeee eeeeeeeeeeeeee ee eeeeeeeeee M-eeeee eeee eeeee–eeeeeeeeeeeeeeeeeeee eeeeeeeee. Me eee eee eeeee, eeeee ‌8‌ eee eeeeeee eeee eeeeeeeeeeeeeeeeeeee(8) (8.8 eeeee) ee eeeeee ee 88 °M eee 88 eeeee, eeeeeeeee eeeee ‌8‌ eeeeeeeeeeeeeeeeeeee ee 88% eeeee. Mee eeeeeeeeee eeeeeeeee ee eeeee ‌8‌ eeee eeeeeee ee eeeeeee eee eeeeeeee(MM) eeeeee eeeeeeeeeee eeeeeeee eeeeeeeeeeee ‌8‌, eeeee eee eeee eeeeeeee ee eee eeeeeeeeeeeeeeee eeeee eeeeeeeee ee (+)-eeeeeeeee (‌8‌).[‌88‌]

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‌Meeeee 8‌ Meeeeee Meeeee–Meeee Meeeeeee ee Meeeeee Meeeeeeeeeeeeeeeeeeeeeee[‌88‌]

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References