title: Synthesis of the C3-C18 fragment of amphidinolides G and H.
abstract: A synthesis of an amphidinolides G and H C3-C18 subunits is reported. The C10-C18 segment 4 was prepared by a Negishi cross-coupling, whereas the synthesis of the C3-C9 fragment 5 employed an asymmetric cyanosilylation as the key step. The two segments were coupled by lithiation of iodide 4 and trapping of the anion with amide 5. The allylic epoxide moiety could be synthesized from the protected anti- mesylate 22.
authors.affiliation: Department of Chemistry, Yale University, New Haven, Connecticut 06520-8103, USA.
authors.forename: Andreas F
authors.initials: AF
authors.lastname: Petri
authors.forename: John S
authors.initials: JS
authors.lastname: Schneekloth
authors.forename: Amit K
authors.initials: AK
authors.lastname: Mandal
authors.forename: Craig M
authors.initials: CM
authors.lastname: Crews
mesh_terms: D002384:Catalysis; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D000097442:Amphidinolides
chemical_list: D018942:Macrolides; C414663:amphidinolide G; D000097442:Amphidinolides; C414664:amphidinolide H