146862-76-2Relevant academic research and scientific papers
Stereoselective synthesis of 5-O-carbamoylpolyoxamic acid by [2,3]- Wittig-Still rearrangement
Ghosh, Arun K.,Wang, Yong
, p. 13369 - 13376 (1999)
Stereoselective [2,3]-Wittig rearrangement of E- and Z-allylic stannyl ethers derived from an isopropylidene L-threitol derivative has been investigated. The E-isomer exhibited best diastereoselectivity and the resulting rearrangement product has been converted to protected polyoxamic acid, an amino acid component of many bioactive polyoxins.
Reductive Cleavage Reaction of γ-Functionalized α,β-Unsaturated Esters and Halomethyls Mediated with Magnesium in Methanol
Pak, Chwang Siek,Lee, Eun,Lee, Ge Hyeong
, p. 1523 - 1530 (2007/10/02)
Reductive cleavage of various types of C-O and C-N bonds tethered to α,β-unsaturated esters and halomethyls was mediated with magnesium in methanol, which provided a facile method for the synthesis of δ-hydroxy or δ-amino β,γ-unsaturated esters and allylic alcohols.Regardless of the geometry (E or Z) of the α,β-unsaturated esters, 1a-b, 5a-c, 11, 13, and 23, the cleavage product obtained was exclusively the E isomer of the corresponding deconjugated hydroxy and amino esters.The steric bias and ring strain of 15, 17, and 21 gave rise to a product mixture of E and Z isomers.
Synthesis of Saccharides and Related Polyhydroxylated Natural Products. 1. Simple Alditols
Katsuki, T.,Lee, A. W. M.,Ma, P.,Martin, V. S.,Masamune, S.,et al.
, p. 1373 - 1378 (2007/10/02)
A new approach to sugar synthesis is demonstrated through syntheses of tetritols, pentitols, and hexitols; titanium-catalyzed asymmetric epoxidation and a new selective opening reaction of 2,3-epoxy alcohols play essential roles.
