Enantioselective total synthesis of (+)-ieodomycin A, (+)-ieodomycin B, and their three stereoisomers

2020 ◽  
Author(s):  
Du-Bong Choi ◽  
Hansol Choi ◽  
Jihoon Lee ◽  
Yeon-Ju Lee ◽  
Hyi-Seung Lee ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Late Stage ◽  
Side Chain ◽  
Enantioselective Total Synthesis

Enantioselective routes for the total synthesis of ieodomycins A & B, and three stereochemical analogues of ieodomycin B via a late-stage elaboration of the side chain.

Enantioselective Total Synthesis of (+)‐Flavisiamine F via Late‐Stage Visible‐Light‐Induced Photochemical Cyclization

2019 ◽  
Vol 131 (16) ◽  
pp. 5497-5500 ◽  
Author(s):  
Xiaogang Tong ◽  
Bingfei Shi ◽  
Kangjiang Liang ◽  
Qian Liu ◽  
Chengfeng Xia
Keyword(s):  
Total Synthesis ◽  
Visible Light ◽  
Late Stage ◽  
Enantioselective Total Synthesis

Enantioselective Total Synthesis of (+)‐Flavisiamine F via Late‐Stage Visible‐Light‐Induced Photochemical Cyclization

2019 ◽  
Vol 58 (16) ◽  
pp. 5443-5446 ◽  
Author(s):  
Xiaogang Tong ◽  
Bingfei Shi ◽  
Kangjiang Liang ◽  
Qian Liu ◽  
Chengfeng Xia
Keyword(s):  
Total Synthesis ◽  
Visible Light ◽  
Late Stage ◽  
Enantioselective Total Synthesis

scholarly journals Enantioselective Total Synthesis of Nigelladine A via Late-Stage C–H Oxidation Enabled by an Engineered P450 Enzyme

2017 ◽  
Vol 139 (30) ◽  
pp. 10196-10199 ◽  
Author(s):  
Steven A. Loskot ◽  
David K. Romney ◽  
Frances H. Arnold ◽  
Brian M. Stoltz
Keyword(s):  
Total Synthesis ◽  
Late Stage ◽  
Enantioselective Total Synthesis ◽  
P450 Enzyme

Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid

2019 ◽  
Author(s):  
Timothy Newhouse ◽  
Aneta Turlik ◽  
Yifeng Chen ◽  
Anthony Scruse
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Late Stage ◽  
Membered Ring ◽  
Entry Point ◽  
Ketone Reduction ◽  
Coupling Approach

<div> <p>The total synthesis of principinol D, a rearranged kaurane diterpenoid, is reported. This grayanane natural product is constructed via a convergent fragment coupling approach, wherein the central 7-membered ring is synthesized at a late stage. The bicyclo[3.2.1]octane fragment is accessed by a Ni-catalyzed α-vinylation reaction. Strategic reductions include a diastereoselective SmI<sub>2</sub>-mediated ketone reduction with PhSH and a new protocol for selective ester reduction in the presence of ketones. The convergent strategy reported herein may be an entry point to the larger class of kaurane diterpenoids.</p> </div>

The Total Synthesis of Rhabdastrellic Acid A

2018 ◽  
Author(s):  
Yaroslav Boyko ◽  
Christopher Huck ◽  
David Sarlah
Keyword(s):  
Total Synthesis ◽  
Late Stage ◽  
Cross Coupling ◽  
Side Chains ◽  
General Strategy ◽  
Modular Approach ◽  
Linear Sequence ◽  
Generating Sequence ◽  
First Time

<div>The first total synthesis of rhabdastrellic acid A, a highly cytotoxic isomalabaricane triterpenoid, has been accomplished in a linear sequence of 14 steps from commercial geranylacetone. The prominently strained <i>trans-syn-trans</i>-perhydrobenz[<i>e</i>]indene core characteristic of the isomalabaricanes is efficiently accessed in a selective manner for the first time through a rapid, complexity-generating sequence incorporating a reductive radical polyene cyclization, an unprecedented oxidative Rautenstrauch cycloisomerization, and umpolung 𝛼-substitution of a <i>p</i>-toluenesulfonylhydrazone with in situ reductive transposition. A late-stage cross-coupling in concert with a modular approach to polyunsaturated side chains renders this a general strategy for the synthesis of numerous family members of these synthetically challenging and hitherto inaccessible marine triterpenoids.</div>

scholarly journals Enantioselective Total Synthesis of (+)‐Garsubellin A

2021 ◽  
Author(s):  
Dongseok Jang ◽  
Minchul Choi ◽  
Jinglong Chen ◽  
Chulbom Lee
Keyword(s):  
Total Synthesis ◽  
Enantioselective Total Synthesis

Enantioselective Total Synthesis of ( – )‐Spiroxins A, C and D

2021 ◽  
Author(s):  
Xin Shu ◽  
Chong-Chong Chen ◽  
Tao Yu ◽  
Jiayi Yang ◽  
Xiangdong Hu
Keyword(s):  
Total Synthesis ◽  
Enantioselective Total Synthesis

Unified enantioselective total synthesis of 3,6-dioxygenated diketopiperazine natural products, diatretol and lepistamides A, B and C

2021 ◽  
Vol 67 ◽  
pp. 152895
Author(s):  
Shu Takahashi ◽  
Aoi Kimishima ◽  
Tomoyasu Hirose ◽  
Takeshi Yamada ◽  
Akihiro Sugawara ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Enantioselective Total Synthesis
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