TY - JOUR ID - pittir19907 UR - http://d-scholarship-dev.library.pitt.edu/19907/ IS - 45 A1 - Woo, GHC A1 - Kim, SH A1 - Wipf, P Y1 - 2006/11/06/ N2 - A novel and efficient protocol for the synthesis of the 3,8-diazabicyclo[3.2.1]octane system found in the naphthyridinomycin, dnacin, and tetrazomine families of alkaloids is described. The key transformation involves an intramolecular palladium-catalyzed allylic alkylation. The cyclization proceeds smoothly under mild conditions (20 mol % Pd2dba3, 1.5 equiv DBU, 65 °C, THF, 20 min) to afford 3,8-diazabicyclo[3.2.1]octanes in excellent yields (94-98%). © 2006 Elsevier Ltd. All rights reserved. JF - Tetrahedron VL - 62 SN - 0040-4020 TI - ?-Allyl palladium approach toward the diazabicyclo[3.2.1]octane core of the naphthyridinomycin alkaloids SP - 10507 AV - public EP - 10517 ER -