ChemInform Abstract: REACTION OF COPPER ENOLATES OF ESTERS WITH PROPARGYLIC SYSTEMS. FACILE PREPARATION OF 3,4-DIENOIC ESTERS, STEREOSELECTIVE REARRANGEMENT TO (2E,4Z)- AND (2E,4E)-DIENOIC ESTERS, AND STEREOSELECTIVE SYNTHESIS OF A FRAGRANCE FROM THE BART

1978 ◽  
Vol 9 (28) ◽  
Author(s):  
R. A. AMOS ◽  
J. A. KATZENELLENBOGEN
Keyword(s):  
Stereoselective Synthesis ◽  
Facile Preparation

Synthesis of the Common Monomeric Unit of Uroleuconaphins and Viridaphins via Hauser–Kraus Annulation

Synthesis ◽  
2020 ◽  
Author(s):  
Kei Kitamura ◽  
Hinano Kanagawa ◽  
Chiharu Ozakai ◽  
Taichi Nishimura ◽  
Hayato Tokuda ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Optically Active ◽  
Monomeric Unit ◽  
The Common ◽  
Facile Preparation ◽  
Cyano Groups

A stereoselective synthesis of a pyranonaphthoquinone derivative found in aromatic polyketide-derived aphid pigments is reported herein. This approach features the anionic [4+2]-annulation of phthalides with a carbohydrate-derived optically active enone. Additional synthetic steps provide access to the monomer fragment of uroleuconaphins and viridaphins. The optimizations for a facile preparation of phthalides bearing sulfonyl or cyano groups are also studied.

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