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2005
Benzofuran derivatives
R 0070
Asymmetric Synthesis of Dihydrofurans via a Formal Retro-Claisen Photorearrangement. — The title reaction is proposed to proceed by (n,π*)3-mediated addition
30- 091 of
the carbonyl oxygen to the norbornene double bond. The resulting 1,4-biradical undergoes cleavage accompanied by intersystem crossing to furnish the title compounds.
The reaction can be conducted in a diastereoselective manner by irradiation of appropriate crystalline chiral salts. — (XIA, W.; YANG, C.; PATRICK, B. O.; SCHEFFER*,
J. R.; SCOTT, C.; J. Am. Chem. Soc. 127 (2005) 8, 2725-2730; Dep. Chem., Univ.
British Columbia, Vancouver, B. C. V6T 1Z1, Can.; Eng.) — Nuesgen
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