Highway to the hydrazone: A hypervalent iodide initiated cascade process enables the rapid union of an aldehyde, an allylic hydrazide, and an alcohol (see scheme; Pv=pivaloyl). This process affords a diverse range of functionalized ether adducts, while simultaneously generating a stereodefined alkene and two new vicinal stereocenters. The use of chiral non-racemic hydrazines and alcohols offers a rapid entry to complex “natural product-like” structures.
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Lutz et al. (2011) studied this question.
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