Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions

文献情報

出版日 2018-06-18

DOI 10.1039/C8OB01010B

インパクトファクター 3.876

著者

Kennosuke Itoh, Mukund P. Sibi

原文を見る

要旨

The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates metal ions to give C2-symmetric complexes which effectively catalyze a variety of asymmetric reactions. (R,R)-DBFOX/Ph·Ni(ClO4)2·3H2O, whose crystal structure is octahedral with three aqua ligands, can be stored under air for several months without loss of catalytic activity and promotes highly enantioselective reactions even in the presence of excess amounts of water, alcohols, amines, and acids. The complex shows remarkable chiral amplification in asymmetric Diels–Alder (DA) reactions. This review focuses on enantioselective reactions catalyzed by (R,R)-DBFOX/Ph·metal complexes.

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.

Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions

文献情報

おすすめジャーナル

関連文献

Correction: Directed nucleophilic addition of phenoxides to cyclopropenes

Asymmetric organocatalytic synthesis of chiral 3,3-disubstituted oxindoles via a 1,6-conjugate addition reaction

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Biomimetic total syntheses of chromane meroterpenoids, guadials B and C, guapsidial A and psiguajadial D

Ru(ii)-Catalyzed C–H activation/annulation reactions of N-aryl-pyrazolidinones with sulfoxonium ylides: synthesis of cinnoline-fused pyrazolidinones

Metal-free synthesis of imidazo[1,5-a]pyridines via elemental sulfur mediated sequential dual oxidative Csp3–H amination

Correction: Hydrazone-Pd-catalyzed direct intermolecular reaction of o-alkynylphenols with allylic acetates

Ni-Catalyzed direct iminoalkynylation of unactivated olefins with terminal alkynes: facile access to alkyne-labelled pyrrolines

Application of a bodipy–C70 dyad in triplet–triplet annihilation upconversion of perylene as a metal-free photosensitizer

Nα-Amino acid containing privileged structures: design, synthesis and use in solid-phase peptide synthesis

こちらもおすすめ

除水剤ALT-201は安全ですか？

「邻羟基阿托伐他汀内酯标准品」に適用される法規ガイドelinesは何ですか？

メチル（3R）-3-アミノ-2,3-ジヒドロ-1-ベンゾファンラニン-5-カルボイル酸塩塩酸塩の主な用途は何ですか？

トランス-4-メチルピロリジン-3-オール塩酸塩はどのように合成されますか？

硫雜環丁烷-1,1-二氧化物は安全ですか？

ブラエリリンの主な用途は何ですか？

9-ヒドロキシエリプチシネ塩酸塩はどのように合成されますか？

5-塩素-2-(メチルアミノ)フェニル-(2-塩素フェニル)メタン酮の物理化学的性質は何ですか？

1-[2-(4-甲氧基-苯氧基)-乙基]-哌嗪はどのように保存すればよいですか？

2-[3-(4-甲氧基フェニル)プロピル]-4,4,5,5-四メチル-1,3,2-ドイボロロールアンの主な用途は何ですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

N3-ethylpyridine-3,4-diamine

6-Bromo-3,4-dihydro-2H-1,4-benzoxazine hydrochloride (1:1)

[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-15-[(2R,3S)-3-benzamido-3-phenyl-2-(2,2,2-trichloroethoxycarbonyloxy)propanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

2-Sulfanyl-3-pentanone

(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide

おすすめサプライヤー