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A General Access to Zaragozic Acids: Total Synthesis and Structure Elucidation of Zaragozic Acid D and Formal Syntheses of Zaragozic Acids A and C
Author(s) -
Wang Yuzhou,
Metz Peter
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003399
Subject(s) - octane , chemistry , stereochemistry , derivative (finance) , formal synthesis , block (permutation group theory) , total synthesis , combinatorial chemistry , computer science , organic chemistry , mathematics , combinatorics , financial economics , economics
One for all : The 2,8‐dioxabicyclo[3.2.1]octane derivative 1 served as a general building block for the bioactive title compounds (see scheme; Bz=benzoyl, Bn=benzyl). Two chemoselective alkynylations and two ruthenium‐catalyzed hydrogenations had key roles in the first total synthesis of zaragozic acid D, a potent ras ‐farnesyl protein transferase inhibitor.
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