Acta Chimica Sinica ›› 1988, Vol. 46 ›› Issue (5): 472-477. Previous Articles     Next Articles

Original Articles

不对称羟内酯化合成白三烯A4中间体

王燕芳;李金翠;吴毓林   

  1. 中国科学院上海有机化学研究所
  • 出版日期:1988-05-15 发布日期:1988-05-15

An asymmetric synthesis of leukotriene A4 key intermediate

WANG YANFANG;LI JINCUI;WU YULIN   

  • Online:1988-05-15 Published:1988-05-15

For the preparation of the key synthetic intermediate I of leukotriene A4, some asym. epoxidn. methods for 7-chiral 5-heptenoic acid derivatives have been evaluated. The cis-olefin II prepared from D-gluceraldehyde could be selectively hydroxylactonized. The mesylate of the 6-hydroxy compound III was treated with NaOMe to afford the desired (5S,6R)-epoxide IV. Deprotection of the diol group and cleavage with sodium periodate in one pot gave I.

Key words: INTERMEDIATE, EPOXIDATION REACTION, ESTERIFICATION, CARBOXYLIC ACID ESTER, STEREOSELECTIVITY, EPOXIDE, EPOXIDE, ALDEHYDES, HEPTANOIC ACID P, EICOSATETRAENOIC ACID P

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