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A General Solution to the Modular Synthesis of Polyketide Building Blocks by Kanemasa Hydroxy-Directed Nitrile Oxide Cycloadditions

✍ Scribed by Jeffrey W. Bode; Nina Fraefel; Dieter Muri; Erick M. Carreira


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
96 KB
Volume
40
Category
Article
ISSN
0044-8249

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✦ Synopsis


A single, convenient reaction protocol and the same set of readily available starting materials suffice for the modular synthesis of all possible polypropionate diastereomers. This general method for the diastereoselective synthesis of syn, anti, and methyl ketone aldol adducts utilizes a powerful Mg -mediated, hydroxy-directed nitrile oxide cycloaddition. The free hydroxy group provides an ideal synthetic handle enabling the rapid assembly of complex polyketide structures. TBS=tBuMe Si.


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ChemInform Abstract: A General Solution
✍ Jeffrey W. Bode; Nina Fraefel; Dieter Muri; Erick M. Carreira πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 36 KB πŸ‘ 1 views

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