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DOI: 10.1055/s-2008-1078257
Synthetic Methods for Multiply Substituted Butadiene-Containing Building Blocks
Publication History
Publication Date:
22 August 2008 (online)
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Abstract
Conjugated organic systems have attracted much attention because new materials and functional structures can be expected from them. 2,4-Dienes mono- and disubstituted with electrophiles at the 1- and 1,6-positions, respectively, containing a butadienyl-conjugated skeleton and one or two terminal functional groups that can be manipulated, represent one of the most useful building units for the preparation of both cyclic and linear conjugated compounds. This account summarizes the synthetic methods available for multiply substituted butadiene-containing mono- or bis-electrophiles.
1 Introduction
2 Synthesis of Halobutadienes
2.1 1-Halobuta-1,3-dienes
2.2 1,4-Dihalobuta-1,3-dienes
3 Synthesis of Stereodefined Multisubstituted 1-Cyanobuta-1,3-dienes, 1,4-Dicyanobuta-1,3-dienes, and Related Compounds
4 Synthesis of 1-Lithiobuta-1,3-dienes and 1,4-Dilithiobuta-1,3-dienes
5 Synthesis of Buta-1,3-dienyl-Containing Amides, Alcohols, Imines, and Related Compounds
6 Synthesis of 2,4-Diene-1,6-dials, 2,4-Diene-1,6-diols, and Related Compounds
7 Conclusions and Perspectives
Key words
lithiobutadienes - conjugation - electrophiles - functionalized dienes - halobutadienes
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