393136-10-2Relevant academic research and scientific papers
Allene synthesis by an asymmetric Baylis-Hillman style reaction on vinylphosphine oxides
Fox,Medlock,Vosser,Warren
, p. 2240 - 2249 (2007/10/03)
A novel reaction has been discovered with a mechanism similar to the Baylis-Hillman reaction. Reaction of a vinylic phosphine oxide with (R)-N-lithio-α-methylbenzylbenzylamine 2 in the presence of an aldehyde gave hydroxyphosphine oxides in good to moderate yields and moderate to poor enantioselectivities. The hydroxyphosphine oxides undergo the Horner-Wittig elimination reaction to produce allenes. Baylis-Hillman reactions of vinylic phosphine oxides with tertiary amines were also investigated.
