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ChemInform Abstract: Synthesis of Nonracemic β-Hydroxy Ketones and Carbonate Derivatives from Homopropargylic Alcohols Through Iodolactonization.

✍ Scribed by James A. Marshall; Mathew M. Yanik

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis of Nonracemic β-Hydroxy Ketones and Carbonate Derivatives from Homopropargylic Alcohols Through Iodolactonization.

-In connection with studies on the synthesis of polyketide natural products, the transformation of homopropargylic alcohols into β-hydroxy ketones is investigated. The reaction sequence developed consists of an iodolactonization immediately followed by reduction and subsequent hydrolysis or alcoholysis. This opens a new route towards polyketides using the title transformation as a linker between the allenylmetal and the aldol approach. -(MARSHALL,

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