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The chemistry of diphenylcarbene in polycrystalline (S)-2-butanol. The formation of an enantiomerically pure product of Radical-Radical coupling

✍ Scribed by Jose' Zayas; Matthew S. Platz


Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
235 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis


Photolysis of diphenyldiazomethane _1 in RS-2-butanol in solution between room temperature and -115'C gives ether _5 as the only volatile product.

Photolysis of _1 in polycrystalline (S)-2-butanol at -196' gives 5 as well as the 5 products derived from formal CH insertion of the carbene into the matrix.

Tertiary alcohol 6 was formed in 15% yield and was shown to be enantiomerically pure.


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