152507-77-2Relevant academic research and scientific papers
A configurationally stable alkoxy allenyl zinc reagent, en route to anti-anti vicinal amino diols
Poisson, Jean-Francois,Normant, Jean F.
, p. 1889 - 1891 (2001)
(formula presented) The reaction of an alkoxyallenyl zinc reagent with benzyl imines derived from lactic and mandelic acids proceeds highly diastereoselectively and leads to 2-amino-1,3-diol derivatives with an anti-anti pattern.
Comparative Study of the Diastereoselective Addition of Allenyl Zinc Reagents to α-Alkoxy (or Silyloxy) Aldehydes and Imines. A Straightforward Synthesis of Amino Alcohols from Imines
Poisson, Jean-Francois,Normant, Jean F.
, p. 6553 - 6560 (2007/10/03)
The addition of allenylzinc bromides to α-chiral imines proceeds with very high diastereoselectivity. This result is in contrast with the addition to the corresponding aldehydes, leading to poor diastereoselectivity. The anti/anti adducts are explained by Felkin-Ahn and Gaudemar-Yamamoto models of the transition state.
