Tetrahedron

Methylation-ring opening of 3, 3-disubstituted 2, 3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes

RP Balasubramaniam, DK Moss, JK Wyatt, JD Spence…

Index: Balasubramaniam, Rajiv P.; Moss, David K.; Wyatt, Justin K.; Spence, John D.; Gee, Arvin; Nantz, Michael H. Tetrahedron, 1997 , vol. 53, # 22 p. 7429 - 7444

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Citation Number: 24

Abstract

Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3, 3-disubstituted 2, 3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2, 3-epoxy alcohol were determined.