ChemInform Abstract: A Highly Efficient Approach to Prostaglandins via Radical Addition of . alpha.-Side-Chains to Methylenecyclopentanones. Total Synthesis of Natural PGE1, Limaprost and New Prostaglandin Derivatives.

ChemInform ◽  
2010 ◽  
Vol 25 (16) ◽  
pp. no-no
Author(s):  
N. ONO ◽  
Y. YOSHIDA ◽  
K. TANI ◽  
S. OKAMOTO ◽  
F. SATO
Keyword(s):  
Total Synthesis ◽  
Radical Addition ◽  
Side Chains ◽  
Efficient Approach ◽  
Highly Efficient

Highly Efficient Approach to the Total Synthesis of Flavoxate Hydrochloride

2021 ◽  
pp. 100694
Author(s):  
Kalidasu Sheelam ◽  
Sridhar Chidara ◽  
Srilalitha Vinnakota ◽  
Ravikumar Polothi
Keyword(s):  
Total Synthesis ◽  
Efficient Approach ◽  
Highly Efficient ◽  
Flavoxate Hydrochloride

Radical Addition/Cyclization Cascade: An Efficient Approach to Nitro-Containing Quinoline-2,4(1H,3H)-diones

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3460-3466 ◽  
Author(s):  
Ya-Min Li ◽  
Tao Yang ◽  
Jia-Li Zhou ◽  
Junpeng Li ◽  
Yuehai Shen ◽  
...  
Keyword(s):  
Functional Group ◽  
Radical Addition ◽  
Magnesium Nitrate ◽  
Nitrate Hexahydrate ◽  
Efficient Approach ◽  
Highly Efficient ◽  
Magnesium Nitrate Hexahydrate

A radical addition/cyclization cascade of o-cyanoarylacrylamides with magnesium nitrate hexahydrate is developed. This reaction exhibits good functional group tolerance and wide substrate scope, provides a highly efficient and practical access to nitro-containing quinoline-2,4(1H,3H)-diones.

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>

Highly efficient synthesis of polymer brushes with PEO and PCL as side chains via click chemistry

Polymer ◽  
2012 ◽  
Vol 53 (10) ◽  
pp. 1992-2000 ◽  
Author(s):  
Peng Zhao ◽  
Yechao Yan ◽  
Xiaoqin Feng ◽  
Lixin Liu ◽  
Chun Wang ◽  
...  
Keyword(s):  
Click Chemistry ◽  
Polymer Brushes ◽  
Side Chains ◽  
Efficient Synthesis ◽  
Highly Efficient

scholarly journals Stereocontrolled total synthesis of (+)-vinblastine

2003 ◽  
Vol 75 (1) ◽  
pp. 29-38 ◽  
Author(s):  
Satoshi Yokoshima ◽  
T. Ueda ◽  
S. Kobayashi ◽  
A. Sato ◽  
Takeshi Kuboyama ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Radical Cyclization ◽  
Critical Coupling ◽  
Efficient Manner ◽  
Complete Control ◽  
Highly Efficient ◽  
Indole Synthesis

Stereocontrolled total synthesis of (+)-vinblastine (1) has been achieved using a novel radical-mediated indole synthesis developed in our laboratories. The isothiocyanate 18, prepared readily from quinoline 17, underwent a facile addition of the malonate anion to give 19. The o-alkenylthioanilide 19 was then converted to indole 20 by radical cyclization and protection. (−)-Vindoline (2) was prepared from this key intermediate 20 in a highly efficient manner. The indole core of the 11-membered intermediate 3 was constructed similarly from quinoline. The critical coupling reaction between 2 and the chloroindolenine derived from 3 proceeded with complete control of stereochemistry to give the desired product 66 in 97 % yield, which could be successfully converted to (+)-vinblastine (1).

ChemInform Abstract: A HIGHLY EFFICIENT TOTAL SYNTHESIS OF (.+-.)-LYCOPODINE

1979 ◽  
Vol 10 (12) ◽  
Author(s):  
C. H. HEATHCOCK ◽  
E. KLEINMAN ◽  
E. S. BINKLEY
Keyword(s):  
Total Synthesis ◽  
Highly Efficient

Azo-Compound-Mediated Cyanoalkylation of Alkenes by Copper Catalysis: General Access to Cyano-Substituted Oxindoles

Synthesis ◽  
2015 ◽  
Vol 47 (11) ◽  
pp. 1567-1580 ◽  
Author(s):  
Shi Tang ◽  
Dong Zhou ◽  
Zhi-Hao Li ◽  
Mei-Jun Fu ◽  
Li Jie ◽  
...  
Keyword(s):  
Radical Addition ◽  
Copper Catalysis ◽  
Azo Compound ◽  
Highly Efficient ◽  
First Time ◽  
General Synthesis

A practical and highly efficient azo-compound-mediated/ promoted radical cyanoalkylation of activated alkenes by copper catalysis was developed, which allowed for general synthesis of oxindoles bearing various nitrile moieties, especially the rarely reported 3° nitrile moiety via cascade radical addition/C(sp2)–H cyclization. This protocol demonstrates that DIAD served for a new promoter instead of usual Ag salts or bases in the C(sp3)–H functionalization of acetonitrile for the first time. The use of readily available AIBN and beyond as the radical sources, and inexpensive copper as the catalyst, as well as the simplicity of operation and handling, make this protocol an attractive access to therapeutically important cyano-substituted oxindoles.

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