Late stage functionalization of natural products is a useful strategy for generating new chemical matter for screening or other applications. Very often, the regiochemical outcome of a given functionalization reaction is controlled by the bias of the substrate. A goal of the present work is create a ring-expansion functionalization strategy that permits control over the direction of ring expansion across a range of substrates. A strategy for accomplishing this in the context of nitrogenous steroids is presented.

Regiodivergent functionalization of steroids

255th National Meeting (2018)

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