AI Article Synopsis
- A new method for synthesizing C-nor-D-homo steroids is presented, using (+)-Wieland-Miescher ketone as the starting material.
- This technique employs a scalable, selective Nazarov cyclization on chiral aryl vinyl ketones, which simplifies the subsequent functionalization process.
- The ability to perform this reaction on a larger scale allows for the creation of new types of C-nor-D-homo steroids, eliminating the need for traditional methods like steroid rearrangements or lengthy linear reactions.
Article Abstract
A straightforward synthesis of C-nor-D-homo steroids starting from (+)-Wieland-Miescher ketone is reported. This convergent synthetic strategy utilizes a scalable diastereoselective Nazarov cyclization of functionalized chiral aryl vinyl ketones, allowing for further functionalization. The ability to conduct this key transformation on a multi-gram scale paves the way for the synthesis of a variety of completely new C-nor-D-homo steroids, without the need of a classic steran steroid rearrangement or achiral linear reaction sequences.
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| http://dx.doi.org/10.1002/chem.201701008 | DOI Listing |
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