Regio- and stereocontrolled access to γ-boronated unsaturated amino esters and derivatives from (Z)-alkenyl 1,2-bis(boronates). - Université de Rennes Access content directly
Journal Articles Journal of Organic Chemistry Year : 2014

Regio- and stereocontrolled access to γ-boronated unsaturated amino esters and derivatives from (Z)-alkenyl 1,2-bis(boronates).

Abstract

The Borono-Mannich reaction of (Z)-1-alkene-1,2-diboronic esters proceeded regioselectively at the terminal C-B bond to afford (E)-γ-boronated unsaturated amino esters in good yields. These compounds were then subjected to Suzuki couplings for the creation of diversely substituted olefinic amino acid systems. Several other functional transformations were also carried out to illustrate the synthetic utility of the Petasis products.
No file

Dates and versions

hal-00955530 , version 1 (04-03-2014)

Identifiers

Cite

Tailor Sridhar, Fabienne Berrée, Gangavaram V M Sharma, Bertrand Carboni. Regio- and stereocontrolled access to γ-boronated unsaturated amino esters and derivatives from (Z)-alkenyl 1,2-bis(boronates).. Journal of Organic Chemistry, 2014, 79 (2), pp.783-9. ⟨10.1021/jo402237t⟩. ⟨hal-00955530⟩
51 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More