Efficient Routes to a Diverse Array of Amino Alcohol-Derived
Chiral Fragments

Haftchenary, Sina; Nelson, Shawn D.; Furst, Laura; Dandapani, Sivaraman; Ferrara, Steven J.; Bošković, Žarko V.; Figueroa Lazú, Samuel; Guerrero, Adrian M.; Serrano, Juan C.; Crews, DeMarcus K.; Brackeen, Cristina; Mowat, Jeffrey; Brumby, Thomas; Bauser, Marcus; Schreiber, Stuart L.; Phillips, Andrew J.

doi:10.1021/acscombsci.6b00050.s001

co6b00050_si_001.pdf (12.6 MB)

Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments

journal contribution

posted on 2016-08-12, 17:19 authored by Sina Haftchenary, Shawn D. Nelson, Laura Furst, Sivaraman Dandapani, Steven J. Ferrara, Žarko V. Bošković, Samuel Figueroa Lazú, Adrian M. Guerrero, Juan C. Serrano, DeMarcus K. Crews, Cristina Brackeen, Jeffrey Mowat, Thomas Brumby, Marcus Bauser, Stuart L. Schreiber, Andrew J. Phillips

Efficient syntheses of chiral fragments derived from chiral amino alcohols are described. Several unique scaffolds were readily accessed in 1–5 synthetic steps leading to 45 chiral fragments, including oxazolidinones, morpholinones, lactams, and sultams. These fragments have molecular weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).