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Stereoselective Construction of ( E,Z )‐1,3‐Dienes and Its Application in Natural Product Synthesis
Author(s) -
Hubert Pierre,
Seibel Elena,
Beemelmanns Christine,
Campagne JeanMarc,
Figueiredo Renata Marcia
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000730
Subject(s) - chemistry , stereoselectivity , natural product , diene , total synthesis , combinatorial chemistry , stereochemistry , selectivity , organic chemistry , biochemical engineering , catalysis , natural rubber , engineering
The E,Z ‐configured 1,3‐diene unit is a common motif in numerous bioactive natural products. Although several powerful methods are available to produce these motifs with high levels of selectivity, their construction within a complex, polyfunctionalised structure, such as a natural product, requires well‐defined strategies to avoid undesirable reactions and low‐to‐moderate selectivities. The aim of this review is to provide a full account of the stereoselective strategies for building E,Z ‐configured 1,3‐dienes, as well as to highlight selected total syntheses that employ them.