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ChemInform Abstract: A Highly Diastereoselective Synthesis of α-Substituted-β-hydroxy Compounds from Corresponding β-Stannyl Compounds.

✍ Scribed by M. YAMAMOTO; K. ITOH; K. KISHIKAWA; S. KOHMOTO

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

A Highly Diastereoselective Synthesis of α-Substituted-β-hydroxy Compounds from Corresponding β-Stannyl Compounds.

-Anti compounds, e.g. (II), are completely converted to their syn analogues (IV) using Lewis acids such as SnCl 4 or TiCl 4 . AlCl 3 , ZrCl 4 , or ZnCl 2 are not suitable for this reaction. Each diastereomer is oxidized to its hydroxylated analogue with retention of configuration.

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