Catalytic allylation of hydrates of α??keto aldehydes and glyoxylates with allyltrimethylsilane using non??fluorine??containing sulfonic acids as catalysts

MW Wang, YJ Chen, D Wang

Index: Wang, Ming Wen; Chen, Yong Jun; Wang, Dong Heteroatom Chemistry, 2001 , vol. 12, # 6 p. 534 - 538

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Abstract

Abstract Methanesulfonic acid, aromatic sulfonic acids, and 10-camphorsulfonic acid have been used as catalysts in allylation of hydrates of α-keto aldehydes 1a–d and glyoxylates 1e– f with allyltrimethylsilane 2 to afford the corresponding homoallylic alcohols 4a–e in good yields. Two plausible mechanisms of sulfonic acid–catalyzed allylation reactions with an allysilane are discussed.© 2001 John Wiley & Sons, Inc. Heteroatom Chem 12: 534–538, ...