Studies towards the synthesis of the functionalized C3–C14 decalin framework of alchivemycin A

文献情報

出版日 2015-12-21

DOI 10.1039/C5QO00343A

インパクトファクター 5.281

著者

Shaoqiang Yang, Xiaofei Li

原文を見る

要旨

We report our synthetic studies towards the synthesis of the C3–C14 fragment of alchivemycin A. The synthesis featured an asymmetric alkylation with excellent diastereoselectivity and a one-pot Julia–Kocienski olefination with excellent E-selectivity. An intramolecular Diels–Alder reaction was employed to construct the highly functionalized cis-decalin framework. Interestingly, the stereochemical outcome was not expected to generate the two stereoisomers 20 and 21 instead of the desired cis-decalin 5. The detailed mechanism of this transformation was discussed. These synthetic endeavors have offered us a number of crucial insights for the synthesis of the complex natural product alchivemycin A.

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

Studies towards the synthesis of the functionalized C3–C14 decalin framework of alchivemycin A

文献情報

おすすめジャーナル

関連文献

Synthesis and characterization of isosorbide-based polyphosphonates as biobased flame-retardants

DNA molecular recognition of intercalators affects aggregation of a thermoresponsive polymer

Immortal ring-opening polymerization of ε-caprolactone by a neat magnesium catalyst system: an approach to obtain block and amphiphilic star polymers in situ

Back cover

A water-soluble polymer for selective colorimetric sensing of cysteine and homocysteine with temperature-tunable sensitivity

Phosphazene-catalyzed ring-opening polymerization of ε-caprolactone: influence of solvents and initiators

Enhanced performance for organic bulk heterojunction solar cells by cooperative assembly of ter(ethylene oxide) pendants

Cyclodextrin–calixarene co-polymers as a new class of nanosponges

Multi-responsive protein nanocarriers from an anionic dynamic covalent copolymer

Self-assembly of plasma protein through disulfide bond breaking and its use as a nanocarrier for lipophilic drugs

こちらもおすすめ

1-{3-[5-(エチルカルボンイル)-2,4-ジメチル-1H-ピロロール-3-基]プロパニル}ピペリジン-4-カルボン酸について、適用される法規ガイドラインは何ですか？

2,2-二氟-1,3-ベンゾジオキサン-5-カルボキシlic酸とは何ですか？

8-氯-4-色原酮の代替品はありますか？

エチル6,6-ジメチル-4,5,6,7-テトラヒドロ-1H-インドアゼー-3-カルボキシレートとは何ですか？

4-叔丁基-6-氯-嘧啶に適用される法規ガイドラインは何ですか？

維库溴铵杂质Bはどのように合成されますか？

2-(4-氟苄基)-吡咯烷の物理化学的性質は何ですか？

3-喹啉甲醛（2-チロール-8-エチル）は安全ですか？

エチル3-(ヒドロキシメチル)-1H-ピロール-2-カルボキシレートはどのように保存すればよいですか？

哌拉西林杂质Dは安全ですか？

掲載誌

Organic Chemistry Frontiers

おすすめ化合物

O-Methylisourea hemisulfate

4-Formylphenyl beta-D-allopyranoside

Baricitinib Impurity 24

N-Benzyl-N,N-dimethyl-1-tetradecanaminium chloride

1-(Hexopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl 3-phenylacrylate

おすすめサプライヤー