Organo-selenium induced radical ring-opening intramolecular cyclization or electrophilic cyclization of 2- (arylmethylene)cyclopropylaldehyde: a tunable synthesis of 1-naphthaldehydes or 3-oxabicyclo[3.1.0]hexan-2-ols.
1-Naphthaldehydes and 3-oxabicyclo[3.1.0]hexan-2-ols can be prepared, respectively, by the intramolecular alkylation and cyclization of (E)-2-(arylmethylene)cyclopropylaldehyde 1 mediated by different organo-selenium reagents. The properties of selenium reagents may play an important role in the reactions. A rationale for these transformations is proposed.
Miao
Maozhong
M
Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou 310028, People's Republic of China.
Huang
Xian
X