Total Synthesis and Structural Revision of Clavilactone D

Ken-ichi Takao; Ryuichi Nemoto; Kento Mori; Ayumi Namba; Keisuke Yoshida; Akihiro Ogura

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Total Synthesis and Structural Revision of Clavilactone D

机译：Clavilactone D的总合成和结构修订

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摘要

A structural revision of clavilactone D, a potent inhibitor of protein tyrosine kinases, was achieved by total syntheses of two newly proposed structures. The syntheses relied on ring-opening/ring-closing metathesis, which transformed a cyclobutenecarboxylate into a γ-butenolide. The syntheses confirmed that the correct structure of clavilactone D has an amino group at C-3 instead of a hydroxy group at C-2 in the originally proposed structure.

机译：通过两个新提出的结构的总合成来实现Clavilactone D，蛋白酪氨酸激酶的有效抑制剂的结构修订。合成依赖于开环/闭环复分解，其将环丁烯酸丁酯转化为γ-丁醇。合成证实，Clavilerache D的正确结构D在C-3的氨基代替最初提出的结构中的C-2处的羟基。

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来源
《Chemistry: A European journal》 |2017年第16期|共4页
作者
Ken-ichi Takao; Ryuichi Nemoto; Kento Mori; Ayumi Namba; Keisuke Yoshida; Akihiro Ogura;
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作者单位

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

Department of Applied Chemistry Keio University Hiyoshi Kohoku-ku Yokohama 223-8522 (Japan);

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原文格式 PDF
正文语种 eng
中图分类应用化学;
关键词
medium-ring compounds; metathesis; natural products; structure elucidation; total synthesis;

机译：中环化合物;复分解;天然产品;结构阐明;总合成;

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专利

1. Total Synthesis and Structural Revision of Clavilactone D [J] . Ken-ichi Takao, Ryuichi Nemoto, Kento Mori, Chemistry: A European journal . 2017,第16期

机译：Clavilactone D的总合成和结构修订
2. Evolution of a strategy for the synthesis of structurally complex batzelladine alkaloids. Enantioselective total synthesis of the proposed structure of batzelladine F and structural revision [J] . Cohen F, Overman LE Journal of the American Chemical Society . 2006,第8期

机译：结构复杂的巴兹拉丁生物碱合成策略的演变。拟南芥F结构的对映选择性全合成及其结构修饰。
3. Structural Revision and Total Synthesis of Azaspiracid-1,Part 2:Definition of the ABCD Domain and Total Synthesis [J] . K.C.Nicolaou Angewandte Chemie . 2004,第33期

机译：Azaspiracid-1的结构修订和总合成，第2部分：ABCD域的定义和总合成
4. Total synthesis and stereochemical revision of iriomoteolide-2a [C] . Keita Sakamoto, Haruhiko Fuwa 日本化学会春季年会講演予稿集 . 2018

机译：Iriomoteolide-2a的总合成和立体化学修正
5. Total syntheses of platensimycin and related natural products and total syntheses and structural revision of alpha- and beta-diversonolic esters and total synthesis of diversonol. [D] . Li, Ang. 2009

机译：板霉素和相关天然产物的总合成，α-和β-二元酚酯的总合成和结构修订，以及二十二酚的总合成。
6. Evolution of a Strategy for the Synthesis of Structurally Complex Batzelladine Alkaloids. Enantioselective Total Synthesis of the Proposed Structure of Batzelladine F and Structural Revision [O] . Frederick Cohen, Larry E. Overman -1

机译：结构复杂的巴兹拉丁生物碱合成策略的演变。 Batzelladine F拟议结构的对映选择性全合成及其结构修订
7. Total Synthesis and Structure Revision of ()-Clavilactone D Through Selective Cyclization of an ,-Dicarbonyl Peroxide [O] . -1

机译：通过选择性环化的 - 二羰基过氧化羰基团的总合成和结构修订

Total Synthesis and Structural Revision of Clavilactone D

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