153864-55-2Relevant academic research and scientific papers
Enantiodivergent, catalytic asymmetric synthesis of γ-amino vinyl sulfones
Pico, Anna,Moyano, Albert,Pericas, Miquel A.
, p. 5075 - 5083 (2007/10/03)
A set of diversely substituted N-Boc-γ-amino vinyl sulfones has been prepared by a four-step procedure from readily available, highly enantiopure anti-N-Boc-3-amino-1,2-alkanediols. This new route, which does not depend on the accessibility of α-amino acids as starting materials, is noteworthy for its efficiency, for its generality, and for the fact that both enantiomers of a given γ-amino vinyl sulfone can be obtained with equal ease.
Diastereoselective epoxidation of dipeptide olefins
Romeo, Sergio,Rich, Daniel H.
, p. 7187 - 7190 (2007/10/02)
m-Chloroperbenzoic acid (MCPBA) epoxidation of dipeptide olefins proceeds in high syndiastereoselectivity (38:1-300:1). This is partially caused by conformational constants introduce by the side chain that orients the allylic NH in a favorable position for hydrogen bonding to MCPBA. The possibility of an additional hydrogen bond between the N-terminal NH and MCPBA is excluded.
