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ChemInform Abstract: Synthesis of α-Alkoxysilanes: Birch Reduction of 2- Trialkylsilylfurans.

✍ Scribed by R. L. BEDDOES; M. L. LEWIS; P. GILBERT; P. QUAYLE; S. P. THOMPSON; S. WANG; K. MILLS

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis of α-Alkoxysilanes: Birch Reduction of 2-Trialkylsilylfurans.

-Birch reduction of 2-silylfuran-3-carboxylic acids such as (I) results in diastereoselective formation of the trans products after diazomethane esterification and final catalytic hydrogenation. The silyl substituent of (IIIa) controls the asymmetric induction of the Michael addition of its enolate to methyl cinnamate.

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