Rhodium??Catalyzed Allylation of Aldehydes with Homoallylic Alcohols by Retroallylation and Isomerization to Saturated Ketones with Conventional or Microwave …

…, S Hayashi, K Hirano, H Yorimitsu…

Index: Takada, Yuko; Hayashi, Sayuri; Hirano, Koji; Yorimitsu, Hideki; Oshima, Koichiro Organic Letters, 2006 , vol. 8, # 12 p. 2515 - 2517

Full Text: HTML

Citation Number: 27

Abstract

Abstract The treatment of an aldehyde with a tertiary homoallylic alcohol at 100–250 C in the presence of cesium carbonate and a rhodium catalyst leads to allyl transfer from the homoallylic alcohol to the aldehyde. The process includes Rh-mediated retroallylation to form an allyl rhodium species as the key intermediate. The homoallylic alcohol formed initially through allyl transfer is converted under the reaction conditions into the ...