Herein we report our full investigation into the calcium catalyzed generation and trapping of N-acyliminium ions from readily available 3-hydroxyisoindolinones. We have successfully employed a range of traditional nucleophiles including carbon, nitrogen and sulfur containing reactive partners. The reaction is tolerant to a wide range of functionalities and provides high value scaffolds in good to excellent yields.

A rapid and functionally tolerant calcium catalysed Hosomi–Sakurai reaction has been realised.

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An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyl trimethylsilanes is described. Silanes can be deprotonated using Schlosser’s base and added into N-phenyl imines or ketones to directly give the desired products in high yields.

Herein, we report a sustainable, modular, rapid and high‐yielding transformation to afford densely functionalized 5‐aminooxazoles and thiazoles. The reaction is tolerant to a wide range of functional groups and is typically complete in under 30 min. Furthermore, the described transformation is inherently green in relation to the catalyst and solvent choice as well as producing environmentally benign alcoholic by‐products.