SYNTHESIS FROM (+)-α-PINENE OF OPTICALLY ACTIVE MACROCYCLES CONTAINING CYCLOBUTANE, ESTER, AZINE, OR HYDRAZIDE GROUPS

被引:1
作者
Ishmuratov, G. Yu. [1 ]
Mingaleeva, G. R. [1 ]
Shakhanova, O. O. [1 ]
Muslukhov, R. R. [1 ]
Yakovleva, M. P. [1 ]
Botsman, L. P. [1 ]
Tolstikov, A. G. [1 ]
机构
[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Russia
关键词
(+)-alpha-pinene; 1 '-[(1S,3S)-3-(2-hydroxyethyl)-2,2-dimethylcyclobutyl]ethanone; bis{2; '''-[(1; S; 3; S)-3; '-acetyl-2; 2; '-dimethylcyclobutyl]ethyl}pentanedioate; '-dimethylcyclobutyl]ethyl}hexanedioate; optically active macrocyclic azinodiesters and diesterdihydrazides; synthesis; DERIVATIVES;
D O I
10.1007/s10600-011-9884-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Optically active symmetric macrocyclic diesterazines and diesterdihydrazides were synthesized efficiently from the available natural monoterpene (+)-alpha-pinene (de 50%) using a [2+1]-reaction of 1'-[(1S, 3S)-3-(2-hydroxyethyl)- 2,2- dimethylcyclobutyl]ethanone and glutaric and adipic acid chlorides followed by [1+1]condensation of the intermediate diketodiesters with hydrazine hydrate or glutaric acid dihydrazide.
引用
收藏
页码:210 / 214
页数:5
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