Tetrahedron Letters p. 7263 - 7266 (1997)
Update date:2022-08-25
Topics:
Couladouros, Elias A.
Plyta, Zoi F.
Strongilos, Alexandros T.
Papageorgiou, Vassilios P.
A new general and convergent route for the synthesis of the title compounds is presented. The polyoxygenated aromatic ring system is annulated in one operation by the condensation of a Michael type acceptor with an 1,4 dipole equivalent. The chiral center of the target is introduced via an asymmetric allyl boration in high ee. Overall, the fully protected natural product is constructed within 8 steps in 35% total yield.
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Doi:10.1039/jr9410000465
(1941)Doi:10.1021/ja028641c
(2003)Doi:10.1039/c8ob02108b
(2019)Doi:10.1021/jacs.0c03880
(2020)Doi:10.1134/S1070363219080024
(2019)Doi:10.1016/S0040-4020(01)01229-7
(2002)