The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art

文献情報

出版日 2018-10-01

DOI 10.1039/C8OB01929K

インパクトファクター 3.876

著者

Rhydian H. Beddoe, Helen F. Sneddon, Ross M. Denton

原文を見る

要旨

The Mitsunobu reaction is widely regarded as the pre-eminent method for performing nucleophilic substitutions of alcohols with inversion of configuration. However, its applicability to large-scale synthesis is undermined by the fact that alcohol activation occurs at the expense of two stoichiometric reagents – a phosphine and an azodicarboxylate. The ideal Mitsunobu reaction would be sub-stoichiometric in the phosphine and azodicarboxylate species and employ innocuous terminal oxidants and reductants to achieve recycling. This Review article provides a summary and analysis of recent advances towards the development of such catalytic Mitsunobu reactions.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art

文献情報

おすすめジャーナル

関連文献

NMR measurements of scalar-coupling distributions in disordered solids

Structural and redox properties of VOx and Pd/VOx thin film model catalysts studied by TEM and SAED

Editorial

On the σ,π-energy separation of the aromatic stabilization energy of cyclobutadiene

Energy-directed tree search: an efficient systematic algorithm for finding the lowest energy conformation of molecules

Front cover

Vibrational structure theory: new vibrational wave function methods for calculation of anharmonic vibrational energies and vibrational contributions to molecular properties

On the curvature dependence of the interfacial tension in a symmetric three-component interface

Determination of the chiral indices (n,m) of carbon nanotubes by electron diffraction

Taxonomy of periodic nets and the design of materials

こちらもおすすめ

3-イチチルビフェニルはどのように合成されますか？

8-溴-5-三氟甲基喹啉はどのように合成されますか？

ジメチル4-(4,4,5,5-テトラメチル-1,3,2-ドioxaborolan-2-基)-2,6-ピリジンジカルボイル酸フェニルアミニドの代替品はありますか？

N-(3,5-ヘキサクロロ-4-ピリドインイル)-8-メチオキシ-5-キノリンカーボン酸の市場動向や研究トレンドはどのようなものでしょうか？

イソステアロイルグリセリルは安全ですか？

1-(二苯甲基)-3,3-二氟-氮杂环丁烷の市場動向や研究トレンドはどうですか？

3-チオフェンスチオールの物理化学的性質は何ですか？

2-Methyl-2-propanyl (2S)-2-(aminomethyl)-1-piperidinecarboxylateは安全ですか？

CAS番号1316822-90-8の化合物は安全ですか？

Tert-butyl 2-(2-羟基乙基)哌嗪-1-羧酸はどのように保存すればよいですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

Fmoc-beta-(benzothiazol-2-yl)-L-alanine

N-Methyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propanamine hydrochloride (1:1)

N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine

2-(4,4-Difluorobutyl)-1H-isoindole-1,3(2H)-dione

(2R)-2-(3-Bromophenyl)pyrrolidine hydrochloride (1:1)

おすすめサプライヤー