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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A new strategy for construction of eight-membered carbocycles by Brook rearrangement mediated [6 + 2] annulation
Kei Takeda1, Hidekazu Haraguchi, Yasushi Okamoto
1Department of Synthetic Organic Chemistry, Graduate School of Medical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8551, Japan. takedak@hiroshima-u.ac.jp
Abstract:
[reaction: see text] A newly developed strategy for construction of eight-membered carbocycles via [6 + 2] annulation that involves the combination of beta-alkenoyl acylsilanes and a vinyllithium derivative is described. A unique feature of this annulative approach is that it enables in one operation and a stereoselective manner construction of eight-membered ring systems containing useful functionalities for further synthetic elaboration from readily available six- and two-carbon components.
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