AI Article Synopsis
- The synthesis focuses on creating a specific fragment of (+)-sorangicin A without using protective groups, which simplifies the process.
- Key reactions for building the complex structure include Noyori asymmetric transfer hydrogenation, Achmatowicz oxidative rearrangement, and a selective allylation step.
- The resulting fragment features a dihydropyran unit and incorporates a chiral alkyl group, contributing to its stereochemical complexity.
Article Abstract
The stereoselective protective group-free synthesis of the C1-C16 fragment of (+)-sorangicin A consisting of a dihydropyran subunit with a chiral alkyl substituent is achieved. The synthesis of the 4-stereogenic centered subunit involved key reactions such as Noyori asymmetric transfer hydrogenation, Achmatowicz oxidative rearrangement, and highly diastereoselective allylation of the Achmatowicz adduct.
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| http://dx.doi.org/10.1039/c3ob40985f | DOI Listing |
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