116949-67-8Relevant articles and documents
A simple and inexpensive procedure for low valent copper mediated benzylation of aldehydes in wet medium
Dubey, Akhil Kr.,Goswami, Dibakar,Chattopadhyay, Angshuman
experimental part, p. 137 - 145 (2010/10/02)
An operationally simple, inexpensive and efficient procedure for benzylation of aldehydes in wet medium has been developed that was mediated with low valent copper, prepared in situ through spontaneous reduction of CuCl 2-2H2O with magnesium in situ. Notably, copper mediated benzylation of 3h took place with good syn selectivity that was opposite to that for the corresponding Grignard addition. Finally, homobenzyl alcohol 5a was elegantly transformed into a known protease inhibitor synthon I. ARKAT USA, Inc.
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.
A totally stereocontrolled route to N-methyl-γ-amino-β-hydroxy acids: Asymmetric synthesis of the amino acid component of hapalosin
Catasus, Monica,Moyano, Albert,Pericas, Miquel A.,Riera, Antoni
, p. 9309 - 9312 (2007/10/03)
A new approach to the synthesis of N-methyl-γ-amino-β-hydroxy acids, compounds that are essential components of several depsipeptides exhibiting highly interesting therapeutic profiles, is presented. Relevant steps in the synthetic sequence involve the totally stereoselective preparation of a protected aminoalkyl epoxide from a highly enantiopure 2,3-epoxy alcohol, efficient N-methylation and three-step conversion to the desired N-methyl amino acid. The method is exemplified by the enantioselective synthesis of (3R,4S)-4-(N-methylamino)-3-hydroxy-5-phenylpentanoic acid in two differently protected forms.