13901-19-4Relevant articles and documents
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Nace
, p. 5937 (1952)
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Marker,Whitmore,Kamm
, p. 2358 (1935)
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One-pot reductive cleavage of exo-olefin to methylene with a mild ozonolysis-Clemmensen reduction sequence
Xu, Shu,Toyama, Takayuki,Nakamura, Jun,Arimoto, Hirokazu
scheme or table, p. 4534 - 4537 (2010/10/02)
A one-pot exo-olefin reductive cleavage was for the first time developed. The reaction could proceed under a mild condition avoiding the use of hazardous and expensive reagents. Meanwhile, a TMSCl-mediated Clemmensen reduction in alcoholic solvent was also examined.
2-(Prenyloxymethyl)benzoyl (POMB) group: a new temporary protecting group removable by intramolecular cyclization
Vatèle, Jean-Michel
, p. 10921 - 10929 (2008/02/12)
2-(Prenyloxymethyl)benzoates can be prepared from alcohols and readily available 2-(prenyloxymethyl)benzoic acid by standard acylation techniques or by Mitsunobu reaction with inversion of configuration. The POMB group can be cleaved first by oxidative removal of the prenyl group with DDQ followed by lactonization with expulsion of the alcohol catalyzed by Yb(OTf)3. These reaction conditions are compatible with the presence of a large number of common protecting groups.