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A highly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with internal alkynes was developed by using a novel double directing group strategy. This method was compatible with many functional groups, thus affording a variety of sterically congested spirocyclic molecules in high yields.

A new and efficient synthetic approach for the one-pot construction of benzofluorene fused aromatic hydrocarbons was developed via a transient-directing group strategy. The palladium-catalyzed cascade reaction proceeded via consecutive arylation, cyclization and aromatization steps. Moderate to good yields along with broad functional group tolerance were achieved under mild reaction conditions.

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2) H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Increased reactivity of cellulose in ionic liquids was revealed when cellulose was protected with a 4-methoxytrityl moiety in the imidazolium-based ionic liquid, 1-allyl-3-methylimidazolium chloride ([amim]Cl). Selectively protected 2,6-di- O -(4-methoxytrityl)cellulose was obtained in one reaction step with a DS of close to 2, and was characterised by NMR.

We describe the diastereoselective synthesis of the marine meroterpenes methoxyconidiol and conitriol in their trans form from the readily available 1-bromo-2,5-dimethoxybenzene in only three steps. The choice of the protective group strategy influenced not only the overall reaction yields but also the diastereoisomeric ratio. In addition, we describe the synthesis of natural conitriol (cis form) for the first time.