Enantioselective Total Synthesis of (−)-α-Kainic Acid through Free Radical Cyclization of an Alkenyl Monothioformimide

1997 ◽  
Vol 62 (6) ◽  
pp. 1896-1898 ◽  
Author(s):  
Mario D. Bachi ◽  
Artem Melman
Keyword(s):  
Free Radical ◽  
Total Synthesis ◽  
Kainic Acid ◽  
Radical Cyclization ◽  
Enantioselective Total Synthesis

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

Enantioselective total synthesis of (−)-kainic acid and (+)-acromelic acid C via Rh(i)-catalyzed asymmetric enyne cycloisomerization

2018 ◽  
Vol 54 (7) ◽  
pp. 727-730 ◽  
Author(s):  
Honghui Lei ◽  
Shan Xin ◽  
Yifan Qiu ◽  
Xumu Zhang
Keyword(s):  
Total Synthesis ◽  
Kainic Acid ◽  
Enantioselective Synthesis ◽  
Enantioselective Total Synthesis ◽  
Synthetic Strategy

A diversity-oriented synthetic strategy for the enantioselective synthesis of (−)-kainic acid and (+)-acromelic acid C is presented.

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

Enantioselective Total Synthesis of (−)-α-Kainic Acid

2010 ◽  
Vol 12 (5) ◽  
pp. 1108-1111 ◽  
Author(s):  
Andreas Farwick ◽  
Günter Helmchen
Keyword(s):  
Total Synthesis ◽  
Kainic Acid ◽  
Enantioselective Total Synthesis

Peroxide-Mediated Oxidative Radical Cyclization to the Quinazolinone System: Efficient Syntheses of Deoxyvasicinone, Mackinazolinone and (±)-Leucomidine C

Synthesis ◽  
2020 ◽  
Author(s):  
Luis D. Miranda ◽  
Jazmín García-Ramírez
Keyword(s):  
Natural Products ◽  
Free Radical ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
Oxidative Cyclization ◽  
Dicumyl Peroxide ◽  
Cyclization Process ◽  
Radical Cascade ◽  
Oxidative Radical Cyclization

AbstractAn efficient protocol for obtaining fused quinazolinones through an oxidative free-radical cyclization under metal- and tin-free conditions is described. The oxidative cyclization of various N-3-ω-iodoalkyl derivatives to provide tricyclic systems using dicumyl peroxide as the sole reagent is studied. The method then is employed for the syntheses of 5-, 6-, and 7-membered fused quinazolinone analogues, including the natural products deoxyvasicinone and mackinazolinone. A xanthate-based oxidative radical cascade addition/cyclization process that allows the production of new menthol- and testosterone-quinazolinone conjugates, as well as the first total synthesis of leucomidine C, are also reported.

Enantioselective Total Synthesis of (−)-Caldaphnidine O via a Radical Cyclization Cascade

2019 ◽  
Vol 141 (33) ◽  
pp. 13043-13048 ◽  
Author(s):  
Lian-Dong Guo ◽  
Jingping Hu ◽  
Yan Zhang ◽  
Wentong Tu ◽  
Yue Zhang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Radical Cyclization ◽  
Enantioselective Total Synthesis

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.

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