Synthesis of a major component of the pheromones of  formica rufa and formica polyctena methyl -3-ethyl -4-  methylpentanoate using 2R-- bornane ----10, 2--sultam as chiral auziliary

Acta Chimica Sinica ›› 2001, Vol. 59 ›› Issue (5): 763-768. Previous Articles Next Articles

Original Articles

(2R)-莰烷磺内酰法合成红褐林蚁和多点林蚁哟虫信息素的主要组分3-乙基－4 －甲基戊酸甲酯

杨焰;谌了容;黄锦霞;任君;周忠强

湖北大学化学与材料科学学院;武汉大学分析测试中心.武汉(430072)

发布日期:2001-05-15

Synthesis of a major component of the pheromones of formica rufa and formica polyctena methyl -3-ethyl -4- methylpentanoate using 2R-- bornane ----10, 2--sultam as chiral auziliary

Yang Yan;Chen Lerong;Huang Jinxia;Ren Jun;Zhou Zhongqiang

Wuhan Univ., Center of Anal Measur.Wuhan(430072)

Published:2001-05-15

Abstract

(R) and (S) --methyl --3----ethyl--4--- methylpentanoate, one of the main components of pheromones of the red wood at (formica rufa ) and the small forest ant (formica polyctena ). was synthesized with asymmetric Michael addition as key step. The enantiomeric excess of the target products is over 94%. The X--ray crystallographic data of a key immediate, N-[(3R)-3---ethyl --4----4methyl valeryl]--(--) -- bornane ---10,2 ---sultam, is also reported. The mechanism of the Michael addirion in the presence or absence of CuBr·Me~2S remains unknwn.

Key words: MICHAEL ADDITION REACTION, REACTION MECHANISM

CLC Number:

O629

Cite this article

Yang Yan;Chen Lerong;Huang Jinxia;Ren Jun;Zhou Zhongqiang. Synthesis of a major component of the pheromones of formica rufa and formica polyctena methyl -3-ethyl -4- methylpentanoate using 2R-- bornane ----10, 2--sultam as chiral auziliary[J]. Acta Chimica Sinica, 2001, 59(5): 763-768.

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(2R)-莰烷磺内酰法合成红褐林蚁和多点林蚁哟虫信息素的主要组分3-乙基－4 －甲基戊酸甲酯

Synthesis of a major component of the pheromones of formica rufa and formica polyctena methyl -3-ethyl -4- methylpentanoate using 2R-- bornane ----10, 2--sultam as chiral auziliary

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(2R)-莰烷磺内酰法合成红褐林蚁和多点林蚁哟虫信息 素的主要组分3-乙基－4 －甲基戊酸甲酯

Synthesis of a major component of the pheromones of formica rufa and formica polyctena methyl -3-ethyl -4- methylpentanoate using 2R-- bornane ----10, 2--sultam as chiral auziliary

PDF

Knowledge

Abstract

Cite this article

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Related Articles 15

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(2R)-莰烷磺内酰法合成红褐林蚁和多点林蚁哟虫信息素的主要组分3-乙基－4 －甲基戊酸甲酯