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- ISSN: 1570-1786
- E-ISSN: 1875-6255
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ZnI2-Catalyzed Cyanation of Acyl Chlorides with TMS-CN: An Interesting Role of Iodine
- Source: Letters in Organic Chemistry, Volume 6, Issue 8, Dec 2009, p. 637 - 641
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- 01 Dec 2009
Abstract
Both aliphatic and aromatic acyl cyanides have been synthesized with TMSCN and acyl chloride with ZnI2 (0.5 mol%). However the in situ generated I2 is proposed accounting for the formation of by-product O-TMS enolate at high catalyst loading rather than 0.5 mol%. Asymmetric reduction of benzoyl cyanide with borane has been explored in 82% yield and 24% ee.
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