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Toward the synthesis of brevipolide H

Author:
Mohapatra, Debendra K., Kanikarapu, Suresh, Naidu, P. Ramesh, Yadav, Jhillu S.
Source:
Tetrahedron letters 2015 v.56 no.8 pp. 1041-1044
ISSN:
0040-4039
Subject:
allylation, catalytic activity, chemical structure, diastereoselective synthesis, epoxidation reactions, organic compounds, regioselectivity
Abstract:
A linear diastereoselective synthesis of C1–C12 fragment of brevipolide H is described. The key reactions include Jørgensen’s asymmetric epoxidation, palladium-catalyzed regioselective opening of α,β-unsaturated γ,δ-epoxide, Charette’s modified Simmons–Smith cyclopropanation, anti-selective reduction of cyclopropyl containing α,β-unsaturated ketone, Brown allylation, and ring-closing metathesis reaction.
Agid:
6024995