148114-07-2Relevant academic research and scientific papers
A Convenient Synthesis of Dicarboxylic Monoesters using Isopropenyl Esters: Synthesis of Oxaunomycin Derivatives
Kita, Yasuyuki,Maeda, Hiroshi,Takahashi, Fumie,Fukui, Seiji
, p. 410 - 412 (2007/10/02)
Reaction of various types of alcohols with a novel type of acylating agent, the isopropenyl esters 2a-e in the presence of a catalytic amount of conc. sulfuric acid or toluene-p-sulfonic acid followed by selective deprotection of the terminal ester gives the monoesters 5a-i in good yields.
Novel Efficient Synthesis of 1-Ethoxyvinyl Esters Using Ruthenium Catalysts and Their Use in Acylation of Amines and Alcohols: Synthesis of Hydrophilic 3'-N-Acylated Oxaunomycin Derivatives
Kita, Yasuyuki,Maeda, Hiroshi,Omori, Kana,Okuno, Takayuki,Tamura, Yasumitsu
, p. 2999 - 3006 (2007/10/02)
A novel and efficient synthesis of 1-ethoxyvinyl esters 3a-i from carboxylic acids 4a-i and ethoxyacetylene 5 by using a catalytic amount of ruthenium complex 2> 6f has been developed.These reagents reacted smoothly with amines and alcohols to give the corresponding N- and O-acylated compounds in excellent yields.This acylation method has been applied to the synthesis of hydrophilic 3'-N-acylated oxaunomycin derivatives 13a,b.
Convenient Synthesis of Alcohol O-Hemiesters using Isopropenyl Esters as Acylating Reagents: Synthesis of Hydrophilic Oxaunomycin 10-O-Hemiester Derivatives
Kita, Yasuyuki,Maeda, Hiroshi,Takahashi, Fumie,Fukui, Seiji
, p. 2639 - 2650 (2007/10/02)
Various types of alcohol O-hemiesters 7a-m were synthesized conveniently in good yield by reaction with isopropenyl esters 4a-f in the presence of a catalytic amount of conc.H2SO4 or toluene-p-sulfonic acid followed by selective deprotection of the terminal esters.This method was applied to a preparation of hydrophilic oxaunomycin 10-O-hemiester derivatives 14a,b and 19a-c.
