A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D

2015 ◽  
Vol 13 (22) ◽  
pp. 6344-6352 ◽  
Author(s):  
Dipakranjan Mal ◽  
Joyeeta Roy
Keyword(s):  
Total Synthesis ◽  
Reductive Cyclization ◽  
Facile Synthesis

1-Hydroxycarbazole-2,3-dicarboxylates have been shown to undergo chemoselective reductive cyclization to furo[3,4-b]carbazolones with LiAlH4.

ChemInform Abstract: Formal Total Synthesis of (-)-Dendrobine Using Zirconium-Promoted Reductive Cyclization.

ChemInform ◽  
2010 ◽  
Vol 26 (14) ◽  
pp. no-no
Author(s):  
N. UESAKA ◽  
F. SAITOH ◽  
M. MORI ◽  
M. SHIBASAKI ◽  
K. OKAMURA ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Reductive Cyclization

The Catalytic Alkylative Desymmetrization of Anhydrides in a Formal Synthesis of Ionomycin

Synthesis ◽  
2018 ◽  
Vol 50 (22) ◽  
pp. 4343-4350
Author(s):  
Tomislav Rovis ◽  
Kevin Oberg ◽  
Brian Cochran ◽  
Matthew Cook
Keyword(s):  
Total Synthesis ◽  
Reductive Cyclization ◽  
Formal Synthesis

The catalytic desymmetrization of anhydrides with zinc reagents provides access to deoxypolypropionate and polypropionate synthons. A synthesis of ionomycin was pursued in which three of the four fragments were assembled using this methodology. Two of the strategies (enol silane/oxocarbenium coupling and reductive cyclization) were not successful at installing the C23 stereocenter, but this stereochemical issue was overcome through a reduction/SN2 approach. In addition to the synthesis of a protected diastereomer of ionomycin, the synthesis of a C17–C32 fragment constitutes a formal total synthesis.

Asymmetric total synthesis of talienbisflavan A

2018 ◽  
Vol 16 (4) ◽  
pp. 585-592 ◽  
Author(s):  
Deng-Ming Huang ◽  
Hui-Jing Li ◽  
Jun-Hu Wang ◽  
Yan-Chao Wu
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Facile Synthesis ◽  
Total Syntheses ◽  
Key Steps

The first asymmetric total syntheses of talienbisflavan A and bis-8,8′-epicatechinylmethane as well as a facile synthesis of bis-8,8′-catechinylmethane has been accomplished from readily available starting materials by using a newly developed direct regioselective methylenation of catechin derivatives as one of the key steps.

ChemInform Abstract: Total Synthesis of Rutaecarpine and Analogues by Tandem Azido Reductive Cyclization Assisted by Microwave Irradiation.

ChemInform ◽  
2011 ◽  
Vol 42 (19) ◽  
pp. no-no
Author(s):  
Ahmed Kamal ◽  
M. Kashi Reddy ◽  
T. Srinivasa Reddy ◽  
Leonardo Silva Santos ◽  
Nagula Shankaraiah
Keyword(s):  
Microwave Irradiation ◽  
Total Synthesis ◽  
Reductive Cyclization
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