A diastereoselective approach to amino alcohols and application for divergent synthesis of dolastatin 10

文献情報

出版日 2019-11-13

DOI 10.1039/C9QO01292C

インパクトファクター 5.281

著者

Xiao-Di Nie, Zhuo-Ya Mao, Wen Zhou, Chang-Mei Si, Bang-Guo Wei, Guo-Qiang Lin

原文を見る

要旨

A diastereoselective approach to obtain amino alcohols 10 through SmI2-induced radical addition of chiral imine 8 with 2-(benzyloxymethylsulfonyl)pyridine 9 is described. This approach was easily used for the synthesis of non-natural amino acid 15, a flexible key fragment whose utility was demonstrated in the divergent synthesis of dolastatin 10 (1) and its nine analogues 31a, 31c, 31d, 31e, 31f, 31g, 40a, 40b and 40c were obtained.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

A diastereoselective approach to amino alcohols and application for divergent synthesis of dolastatin 10

文献情報

おすすめジャーナル

関連文献

Synthesis and characterization of multiferroic BiFeO3 nanotubes

Capturing a metastable chiral polymorph of an achiral molecule—hexa-O-benzoyl-myo-inositol

Highly efficient bromination of aromatic compounds using 3-methylimidazolium tribromide as reagent/solvent

Biotinylated poly(p-phenylene ethynylene): unexpected energy transfer results in the detection of biological analytes

From atactic to isotactic CO/p-methylstyrenecopolymer by proper modification of Pd(ii) catalysts bearing achiral α-diimines

Fabrication and electrochemical properties of novel nanoporous platinum network electrodes

Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations

Crystallography and magnetism of radicals with hindered hydroxyl groups: 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl and 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl

Phase-transfer alkylation reactions using microreactors

Thermosensitive PNIPAAm cryogel with superfast and stable oscillatory properties

こちらもおすすめ

環戊烷-1,3-二甲酸甲酯はどのように合成されますか？

4-メトキシ-1,2,3-スチアゼ-3,5-ジオンとは何ですか？

プロスタグランジンA2について「に適用される法規ガイドラインは何ですか？'

4-アミノ-1-ナフタレン sulfonic 酸についての物理化学的性質は何ですか？

N-GlcNAc-生物素を取り扱う際の実験室安全事項は何ですか？

3-アミノメチルフローラノピペリジン-1-カルボニル酸テルブチルエステルとは何ですか？

6-溴-1-甲基-1H-ベンゾ[d][1,2,3]三氮唑はどのように合成されますか？

4-硫代尿苷はどのように合成されますか？

ブレインナトリユリックペプチド32ラットとは何ですか？

1-(3-氮杂啶)-4-羟基哌啶双盐酸盐の物理化学的性質は何ですか？

掲載誌

Organic Chemistry Frontiers

おすすめ化合物

4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine

Galantamine EP Impurity C (Dihydro Galantamine)

N-Ethyl-N-nitroso-2-propanamine

Diethyl (4-methylbenzyl)phosphonate

おすすめサプライヤー