Chemoenzymatic synthesis of statine side chain building blocks and application in the total synthesis of the cholesterol-lowering compound solistatin

Rieder, Oliver; Wolberg, Michael; Foegen, Silke E.; Müller, Michael

doi:10.1016/j.jbiotec.2017.07.024

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2022

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“…Muller and co-workers developed the total synthesis of the solistatin, a cholesterol-lowering drug, 325 and they synthesised its statin side arm components in a chemoenzymatic strategy. [90] Here, Julia-Kocienski olefination was utilized as a key step to achieve solistatin 325. Several 6-substituted dioxohexonates were synthesised and reduced enzymatically.…”

Section: Chemistryselectmentioning

confidence: 99%

Recent Applications and Trends in the Julia‐Kocienski Olefination

Rinu¹,

Radhika²,

Anilkumar³

2022

ChemistrySelect

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The Julia-Kocienski (J-K) olefination is a modified version of Julia-Lythgoe olefination. In this reaction, an aldehyde or ketone is coupled with heterocycle-bearing sulfone in the presence of a strong base to yield alkene. It has shown wide application in the synthesis of olefinic fragments in natural product synthesis. The Julia-Kocienski olefination is one of the most efficient protocols for the synthesis of E-alkenes. Nowa-days, a variety of natural products were synthesised by using the Julia-Kocienski olefination as the key step, and several developments and modifications were witnessed in this area. This review comprehends the recent developments and achievements in Julia-Kocienski olefination along with its application in natural product synthesis covering literature from 2016 to 2021.

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Section: Chemistryselectmentioning

confidence: 99%