Total synthesis of isodeoxypodophyllotoxin using the Me3Sn radical initiated carbocyclization

1996 ◽  
Vol 74 (10) ◽  
pp. 1880-1888 ◽  
Author(s):  
Stephen Hanessian ◽  
Sacha Ninkovic
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Key Words ◽  
Bond Cleavage ◽  
Target Structure ◽  
Key Words Free Radical

The lactone portion of the podophylotoxin framework was assembled from a free-radical carbocyclization reaction, and the target structure was constructed based on intramolecular Friedel–Crafts reaction. In addition to isodeoxypodophyllotoxin, there were formed unusual tri- and tetracyclic compounds. Key words: free-radical carbocyclization, C—Sn bond cleavage, podophyllotoxin analog.

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

1991 ◽  
Vol 69 (5) ◽  
pp. 779-789 ◽  
Author(s):  
Veejendra Yadav ◽  
Alex G. Fallis
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Key Words ◽  
General Procedure ◽  
Radical Cyclization ◽  
Ring Systems

A general procedure for the synthesis of diverse cyclopentanols via free-radical cyclization of unsaturated 1,3-oxathiolanes and 1,3-oxathiolan-5-ones is described. The scope of these reactions, including preliminary rate studies that indicate that the 1,3-oxathiolan-5-ones cyclize at a useful rate (1.4 × 106 M−1 s−1 at 80°C), has been examined. This permits the rapid assembly, by intramolecular annulation, of various additional ring systems, including bicyclo[3.3.0]octanols, bicyclo[4.3.0]nonanols, and bicyclo[3.2.1]octanols for use in total synthesis. Key words: radical cyclization, oxathiolanes, oxathiolanones.

ChemInform Abstract: TOTAL SYNTHESIS OF SATIVENE AND COPACAMPHENE VIA A FREE RADICAL CYCLIZATION

1977 ◽  
Vol 8 (2) ◽  
pp. no-no
Author(s):  
P. BAKUZIS ◽  
O. O. S. CAMPOS ◽  
M. L. F. BAKUZIS
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Radical Cyclization

Free-radical anti-Markovnikov hydroalkylation of unactivated alkenes with simple alkanes

2018 ◽  
Vol 20 (15) ◽  
pp. 3432-3435 ◽  
Author(s):  
Yunfei Tian ◽  
Anbo Ling ◽  
Ren Fang ◽  
Ren Xiang Tan ◽  
Zhong-Quan Liu
Keyword(s):  
Free Radical ◽  
Functional Group ◽  
Bond Cleavage ◽  
Site Selectivity ◽  
High Site

A Cu(ii)-mediated radical anti-Markovnikov hydroalkylation of unactivated alkenes with simple alkanes via selective C(sp3)–H bond cleavage was achieved. This reaction features high site-selectivity, diverse functional group tolerance, and scalability.

The 2H+/2e− free radical scavenging mechanisms of uric acid: thermodynamics of NH bond cleavage

2016 ◽  
Vol 1077 ◽  
pp. 2-10 ◽  
Author(s):  
Ana Amić ◽  
Zoran Marković ◽  
Jasmina M. Dimitrić Marković ◽  
Bono Lučić ◽  
Višnja Stepanić ◽  
...  
Keyword(s):  
Uric Acid ◽  
Free Radical ◽  
Bond Cleavage ◽  
Radical Scavenging ◽  
Free Radical Scavenging

New Entry to γ-Butyrolactams by Free Radical Cyclization ofN-Allyl-α-chloro-α-(methylthio)acetamides. Formal Total Synthesis of (±)-Pseudoheliotridane

1987 ◽  
Vol 16 (5) ◽  
pp. 795-798 ◽  
Author(s):  
Hiroyuki Ishibashi ◽  
Tatsunori Sato ◽  
Maki Irie ◽  
Suzumi Harada ◽  
Masazumi Ikeda
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
New Entry

ChemInform Abstract: Free Radical Cyclizations in Alkaloid Total Synthesis: (.+-.)-21- Oxogelsemine and (.+-.)-Gelsemine.

ChemInform ◽  
2010 ◽  
Vol 28 (42) ◽  
pp. no-no
Author(s):  
S. ATARASHI ◽  
J.-K. CHOI ◽  
D.-C. HA ◽  
D. J. HART ◽  
D. KUZMICH ◽  
...  
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Radical Cyclizations ◽  
Free Radical Cyclizations
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