Stereoselective total synthesis of zaragozic acid A based on an acetal [1, 2] Wittig rearrangement

K Tomooka, M Kikuchi, K Igawa… - Angewandte …, 2000 - kyushu-u.elsevierpure.com
K Tomooka, M Kikuchi, K Igawa, M Suzuki, PH Keong, T Nakai
Angewandte Chemie-International Edition, 2000kyushu-u.elsevierpure.com
… A simultaneous creation of the C4 and C5 quaternary carbon centers by an acetal [1,2]
Wittig rearrangement of O-glycoside 1 derived from L-arabino-γ-lactone is the key feature in
the construction of the 2,8-dioxabicyclo[3.2.1]octane core structure of zaragozic acid A (2). …
[1,2]-Wittig Rearrangement Chemistry 100% Zaragozic Acid A Chemistry 100% …
Abstract
A simultaneous creation of the C4 and C5 quaternary carbon centers by an acetal [1, 2] Wittig rearrangement of O-glycoside 1 derived from L-arabino-γ-lactone is the key feature in the construction of the 2, 8-dioxabicyclo [3.2. 1] octane core structure of zaragozic acid A (2).
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