Publications [#233321] of Andrew T. McPhail
Journal Articles
- McCombie, SW; Cox, B; Lin, SI; Ganguly, AK; McPhail, AT, "Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone", Tetrahedron LettersMay,, 1991, 32(19), 2083-2086, Elsevier BV [Gateway.cgi], [doi].
(last updated on 2026/01/21)Abstract:
Directed, homogeneous hydrogenation of 1-(1-hydroxymethylethyl)-5-methoxy-3,4-dihydronaphthalene (7), followed by protection and selective benzylic oxidation gave the 1-oxo-(4R*, 11R*) compound (13). After addition of MeCeCl2 , the natural C-1 stereochemistry was established by intramolecular hydride delivery from the di-t-butylsilylether. Final elaboration of the sidechain and the Ar ring substituents gave the secopseudopterosin aglycone other (3). © 1991.