AN EFFICIENT SYNTHESIS OF CONJUGATED TRIENOIC ACIDS VIA STILLE CROSS-COUPLING REACTION OF (E)-1,2-BIS(TRIBUTYLSTANNYL)ETHYLENE

Authors
THIBONNET J ABARBRI M PARRAIN JL DUCHENE A
Citation
J. Thibonnet et al., AN EFFICIENT SYNTHESIS OF CONJUGATED TRIENOIC ACIDS VIA STILLE CROSS-COUPLING REACTION OF (E)-1,2-BIS(TRIBUTYLSTANNYL)ETHYLENE, Synlett, (7), 1997, pp. 771
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
7
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):7<771:AESOCT>2.0.ZU;2-I
Abstract
Stereoselective construction of conjugated trienoic acids was achieved through two successive Stille reactions, coupling as the first step ( E)-1,2-bis(tributylstannyl)ethylene and tributylstannyl-3-iodoalk-2-en oates. The second step can be conducted by two different routes: 1) cr oss-coupling of the stannyldienoic acid reagents 2 and vinyliodides or 2) cross-coupling of vinyltin reagents and tributylstannyl 5-iodopent a-2,4-dienoates generated by iododestannylation of stannyldienes 2.