A concise enantiospecific synthesis of nuphar piperidine alkaloids: total synthesis of (–)-anhydronupharamine, (–)-nupharamine, (–)-nuphenine and (+)-3-epinupharamine

1994 ◽  
pp. 499-500 ◽  
Author(s):  
Toshio Honda ◽  
Fumihiro Ishikawa ◽  
Shin-ichi Yamane
Keyword(s):  
Total Synthesis ◽  
Piperidine Alkaloids ◽  
Enantiospecific Synthesis

scholarly journals Expedient Access to Enantiopure Cyclopentanic Natural Products: Total Synthesis of (-)-Cyclonerodiol

2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000
Author(s):  
Carmen Pérez Morales ◽  
M. Mar Herrador ◽  
José F. Quílez del Moral ◽  
Alejandro F. Barrero
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
Formal Synthesis ◽  
Common Precursor ◽  
Enantiospecific Synthesis ◽  
Optically Pure

Following the principles of collective total synthesis, a number of natural products sharing an optically pure, multifunctional, cyclopentanic core were synthesized from a common precursor: plinol A (1). This intermediate was efficiently obtained in only four steps from (-)-linalool (2) using as the key step a Ti(III)-mediated diastereoselective radical cyclization. The feasibility of this approach was confirmed with the expedient enantiospecific synthesis of cyclonerodiol (3), and the formal synthesis of chocol G (4) and piperitone (5).

ChemInform Abstract: Total Synthesis and Absolute Stereochemistry of (+)-Batzellaside B (I) and Its C8-Epimer, a New Class of Piperidine Alkaloids from the Sponge Batzella sp.

ChemInform ◽  
2011 ◽  
Vol 42 (23) ◽  
pp. no-no
Author(s):  
Jolanta Wierzejska ◽  
Manami Ohshima ◽  
Toshiyasu Inuzuka ◽  
Tetsuya Sengoku ◽  
Masaki Takahashi ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Piperidine Alkaloids ◽  
New Class ◽  
Absolute Stereochemistry

scholarly journals Total synthesis and absolute stereochemistry of (+)-batzellaside B and its C8-epimer, a new class of piperidine alkaloids from the sponge Batzella sp.

2011 ◽  
Vol 52 (11) ◽  
pp. 1173-1175 ◽  
Author(s):  
Jolanta Wierzejska ◽  
Manami Ohshima ◽  
Toshiyasu Inuzuka ◽  
Tetsuya Sengoku ◽  
Masaki Takahashi ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Piperidine Alkaloids ◽  
New Class ◽  
Absolute Stereochemistry
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