The regioselective lithiation-functionalization of 2-arylazetidines has been explored. The nature of the N-substituent is mainly responsible for a regioselectivity switch. ortho-Lithiation occurred, using hexyllithium as a greener base, in N-alkylazetidines, while α-benzylic lithiation has been observed with N-Boc azetidines.

Regioselective functionalization of 2-arylazetidines: evaluating the ortho-directing ability of the azetidinyl ring and the α-directing ability of the N-substituent / Degennaro, L.; Zenzola, M.; Trinchera, P.; Carroccia, L.; Giovine, A.; Romanazzi, Giuseppe; Falcicchio, A.; Luisi, R.. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 50:14(2014), pp. 1698-1700. [10.1039/c3cc48555b]

Regioselective functionalization of 2-arylazetidines: evaluating the ortho-directing ability of the azetidinyl ring and the α-directing ability of the N-substituent

ROMANAZZI, Giuseppe;
2014-01-01

Abstract

The regioselective lithiation-functionalization of 2-arylazetidines has been explored. The nature of the N-substituent is mainly responsible for a regioselectivity switch. ortho-Lithiation occurred, using hexyllithium as a greener base, in N-alkylazetidines, while α-benzylic lithiation has been observed with N-Boc azetidines.
2014
Regioselective functionalization of 2-arylazetidines: evaluating the ortho-directing ability of the azetidinyl ring and the α-directing ability of the N-substituent / Degennaro, L.; Zenzola, M.; Trinchera, P.; Carroccia, L.; Giovine, A.; Romanazzi, Giuseppe; Falcicchio, A.; Luisi, R.. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 50:14(2014), pp. 1698-1700. [10.1039/c3cc48555b]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11589/989
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