Allylation of Active Methylene Compounds with Allyl Oxime Carbonates Catalyzed by Pd(0)
作者:Osamu Suzuki、Yoshiharu Hashiguchi、Seiichi Inoue、Kikumasa Sato
DOI:10.1246/cl.1988.291
日期:1988.2.5
Allylation of active methylene compounds catalyzed by a palladium(0)-phosphine system took place highly stereoselectively by employing allyl oxime carbonates as the allylating reagent.
零价钯-膦配合物体系催化活性的甲川化合物与烯丙基肟碳酸酯进行高度立体选择性的烯丙基化反应。
One-Pot Synthesis of γ,δ-Unsaturated Carbonyl Compounds from Allyl Alcohols and Vinyl or Isopropenyl Acetates Catalyzed by [IrCl(cod)]<sub>2</sub>
作者:Masao Morita、Satoshi Sakaguchi、Yasutaka Ishii
DOI:10.1021/jo060860j
日期:2006.8.1
One-pot synthesis of γ,δ-unsaturated carbonyl compounds from allyl alcohols and vinyl or isopropenyl acetates was achieved through in situ generation of allyl vinyl ethers by the action of the [IrCl(cod)]2 complex followed by Claisen rearrangement of the resulting ethers. For instance, the reaction of trans-2-methyl-3-phenyl-2-propen-1-ol with isopropenyl acetate in the presence of [IrCl(cod)]2 (1
通过[IrCl(cod)] 2络合物的作用原位生成烯丙基乙烯基醚,然后进行克莱森重排,由烯丙醇和乙酸乙烯基酯或异丙烯基乙酸酯一锅合成γ,δ-不饱和羰基化合物醚。例如,在[IrCl(cod)] 2(1 mol%)和Cs 2 CO 3(5 mol )存在下,反式-2-甲基-3-苯基-2-丙烯-1-醇与乙酸异丙烯酯的反应%)在100℃下3小时,然后在140℃下15小时,以72%的收率得到5-甲基-4-苯基-5-己烯-2-酮。当使用乙酸乙烯酯代替乙酸异丙烯酯时,以83%的产率获得了4-甲基-3-苯基-4-戊烯醛。
Isoprenoid chain elongations by Claisen rearrangements using acetals as precursors of vinyl ethers
作者:Peter Baeckström、Lanna Li
DOI:10.1016/s0040-4020(01)86579-0
日期:1991.8
Claisenrearrangements of allyl vinyl ethers, formed in situ by the acid catalyzed reaction of dimethyl acetals of acetaldehyde, acetone and isopropeny] methyl ketone with different types of allylic alcohols, have been compared. The primary, secondary and tertiary allylic alcohols used in the investigation were selected to serve as models for isoprenoid synthesis. The basis for two feasible methods