@article{Carr:2011:10.1039/c1ob05862b,
author = {Carr, JL and Sejberg, JJP and Saab, F and Holdom, MD and Davies, AM and White, AJ and Leatherbarrow, RJ and Beavil, AJ and Sutton, BJ and Lindell, SD and Spivey, AC},
doi = {10.1039/c1ob05862b},
journal = {Org Biomol Chem},
pages = {6814--6824},
title = {Synthesis of the C19 methyl ether of aspercyclide A via germyl-Stille macrocyclisation and ELISA evaluation of both enantiomers following optical resolution.},
url = {http://dx.doi.org/10.1039/c1ob05862b},
volume = {9},
year = {2011}
}

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TY  - JOUR
AB  - Aspercyclide A (1) is a biaryl ether containing 11-membered macrocyclic natural product antagonist of the human IgE-FcεRI protein-protein interaction (PPI); a key interaction in the signal transduction pathway for allergic disorders such as asthma. Herein we report a novel approach to the synthesis of the C19 methyl ether of aspercyclide A, employing a Pd(0)-catalysed, fluorous-tagged alkenylgermane/arylbromide macrocyclisation (germyl-Stille reaction) as the key step, and evaluation of both enantiomers of this compound via ELISA following optical resolution by CSP-HPLC. A crystal structure for germyl hydride 27 is also reported.
AU  - Carr,JL
AU  - Sejberg,JJP
AU  - Saab,F
AU  - Holdom,MD
AU  - Davies,AM
AU  - White,AJ
AU  - Leatherbarrow,RJ
AU  - Beavil,AJ
AU  - Sutton,BJ
AU  - Lindell,SD
AU  - Spivey,AC
DO  - 10.1039/c1ob05862b
EP  - 6824
PY  - 2011///
SP  - 6814
TI  - Synthesis of the C19 methyl ether of aspercyclide A via germyl-Stille macrocyclisation and ELISA evaluation of both enantiomers following optical resolution.
T2  - Org Biomol Chem
UR  - http://dx.doi.org/10.1039/c1ob05862b
UR  - http://hdl.handle.net/10044/1/10000
VL  - 9
ER  - 

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