Preparation of vinyl allenes from 1-lithio-1,3-dienyl phosphine oxides and aldehydes by the Wittig-Horner reaction.
[reaction: see text] Vinyl allenes were prepared in high yields by the Wittig-Horner reaction of 1-lithio-1,3-dienyl phosphine oxides with aldehydes. 1-Lithio-1,3-dienyl phosphine oxides were generated in situ from lithiation of 1-iodo-1,3-dienyl phosphine oxides, which were obtained by iodination of alpha-phosphinozirconacyclopentadienes. As a whole, a vinyl allene is synthesized from two different alkynes and one aldehyde.
Xi
Zhenfeng
Z
Peking University-Hokkaido University Joint Lab, College of Chemistry, Peking University, Beijing, China. zfxi@pku.edu.cn
Zhang
Wen-Xiong
WX
Song
Zhiyi
Z
Zheng
Weixin
W
Kong
Fanzhi
F
Takahashi
Tamotsu
T
D000447:Aldehydes / Q000737:chemistry*; D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry; D018020:Lithium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry
D000447:Aldehydes; D000466:Alkadienes; D018020:Lithium Compounds; D010087:Oxides; D010720:Phosphines; C025947:propadiene; D007455:Iodine; C044646:phosphine