A concise, diastereoselective synthesis of 2-C-methyl-4a-carba-β-d-lyxofuranose 13 and 2-C-methyl-4a-carba-β-d-arabinofuranose 14, two novel representatives of the branched-chain carbasugar family, is presented. The construction is based on the sequential execution of two strategic carbon–carbon bond-forming reactions, a vinylogous crossed aldol addition (1+2→3), and a rare silylative cycloaldolization (8→9+10).

A Short Entry to Novel C(2)-Methyl Branched 4a-Carbafuranoses / RASSU G.; AUZZAS L.; ZAMBRANO V.; BURREDDU P.; BATTISTINI L.; CURTI C.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 14(2003), pp. 1665-1670. [10.1016/S0957-4166(03)00220-9]

A Short Entry to Novel C(2)-Methyl Branched 4a-Carbafuranoses

BATTISTINI, Lucia;CURTI, Claudio
2003

Abstract

A concise, diastereoselective synthesis of 2-C-methyl-4a-carba-β-d-lyxofuranose 13 and 2-C-methyl-4a-carba-β-d-arabinofuranose 14, two novel representatives of the branched-chain carbasugar family, is presented. The construction is based on the sequential execution of two strategic carbon–carbon bond-forming reactions, a vinylogous crossed aldol addition (1+2→3), and a rare silylative cycloaldolization (8→9+10).
A Short Entry to Novel C(2)-Methyl Branched 4a-Carbafuranoses / RASSU G.; AUZZAS L.; ZAMBRANO V.; BURREDDU P.; BATTISTINI L.; CURTI C.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 14(2003), pp. 1665-1670. [10.1016/S0957-4166(03)00220-9]
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11381/1449785
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