Chin. J. Org. Chem. ›› 1983, Vol. 3 ›› Issue (3): 188-1902. Previous Articles     Next Articles

亚烃基丙二酸亚异丙酯的共轭加成-α -烃化串联反应

陈振初;吴千里;黄宪   

  1. 杭州大学化学系
  • 发布日期:1983-06-25

Tandem conjugate addition-\a\-alkylation of isopropylidene alkylidenemalonates

CHEN ZHENCHU;WU QIANLI;HUANG XIAN   

  • Published:1983-06-25

A new method for the synthesis of unsymmetric disubstituted isopropylidene malonates has been developed, in which conjugate addition of isopropylidene alkylidenemalonates with Grignard reagents, followed by α-alkylation, regiospecifically introduces two alkyl groups in α and β position of the original isopropylidene alkylidenemalonates. Disubstituted isopropylidene malonates can be further hydrolyzed and decarboxylated to give corresponding carboxylic acids, or subjected to decarboxylative alcoholysis to give esters. This method may also be used efficiently to synthesize carboxylic acids and esters with α and β branched chains.

Key words: CONJUGATION, ALKYLATION, MALONIC ACID P, ADDITION REACTION, ISOPROPYL ESTER, GRIGNARD REAGENT

CLC Number: