Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 20, Pages 3806-3817Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200228
Keywords
Synthetic methods; Cyclization; Cross-coupling; Chirality; Allenes; Phosphorous heterocycles
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Funding
- National Natural Science Foundation of China (NSFC) [21172192]
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A convenient and efficient synthesis of 4-halo-2,5-dihydro-1,2-oxaphosphole 2-oxides through CuX2-mediated direct halocyclization of diethyl 1,2-allenylphosphonates was developed. The yields range from moderate to excellent. The efficiency of axial-to-central chirality transfer has also been studied. Further Suzuki cross-coupling of the resulting vinylic chlorides with dicyclohexyl(2,4,6-trimethoxyphenyl)phosphane (LB-Phos) as the ligand, was established.
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