A Unified Approach to Carbocyclic Frameworks: DTDA Sequences in Total Synthesis

Boyle Joshua William
[3]Dendralene is a small π-­rich hydrocarbon that is capable of taking part in a wide range of chemical reactions, not least of which is the diene transmissive Diels–Alder (DTDA) reaction sequence. Unfortunately, the synthesis of this molecule relies on highly toxic and commercially unavailable intermediates, namely chloroprene. Chapter 1 of this thesis details a new synthetic approach to [3]dendralene via a double cross coupling reaction beginning with 1,1-­‐‑ dichloroethylene and vinyl magnesium bromide. This work...
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