title: Extensively stereodiversified scaffolds for use in diversity-oriented library synthesis.
abstract: The syntheses of stereodiverse libraries of 12 and 19 are reported, where each asterisk represents an independently varied stereocenter. These scaffolds provide additional templates for investigations of geometric diversity in library syntheses. Libraries of these N-Fmoc-amino acids were further functionalized by incorporation into a peptide sequence, demonstrating the utility of 12 and 19 as building blocks for diversity oriented synthesis.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
authors.forename: Tiffany Malinky
authors.initials: TM
authors.lastname: Gierasch
authors.forename: Zhangjie
authors.initials: Z
authors.lastname: Shi
authors.forename: Gregory L
authors.initials: GL
authors.lastname: Verdine
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D005449:Fluorenes / Q000138:chemical synthesis / Q000737:chemistry*; D005563:Formic Acid Esters / Q000737:chemistry; D007930:Leucine / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000475:Alkenes; D000596:Amino Acids; D005449:Fluorenes; D005563:Formic Acid Esters; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D009842:Oligopeptides; C000345:t-butyloxycarbonyl group; D007930:Leucine