TRIENEDIOLATES OF HEXADIENOIC ACIDS IN SYNTHESIS - SYNTHESIS OF RETINOIC AND NOR-RETINOIC ACIDS

被引:7
作者
AURELL, MJ [1 ]
CARNE, I [1 ]
CLAR, JE [1 ]
GIL, S [1 ]
MESTRES, R [1 ]
PARRA, M [1 ]
TORTAJADA, A [1 ]
机构
[1] UNIV VALENCIA,DEPT QUIM ORGAN,VALENCIA,SPAIN
关键词
D O I
10.1016/S0040-4020(01)87193-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Double deprotonation of either (E,E)-3-methyl-2,4-hexadienoic acid 2. or 4,6-dimethyldihydro-2-pyrone 3 generates apparently the same lithium trienediolate, which affords omega-hydroxy acids 9 on reaction with ketones 7. Hydroxy acids 9 arc easily dehydrated to octatrienoic acids 5. which are structurally related to retinoic acid. Similarly, sorbic acid 1 leads to nor-retinoic acid analogs 6.
引用
收藏
页码:6089 / 6100
页数:12
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