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Updated: Feb 11, 2026

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
Published on: February 17, 2017
Stereocontrolled Synthesis of (11Z)-Retinal and Its Analogues
Jun'ichi Uenishi1, Reiko Kawahama1, Osamu Yonemitsu1
1Department of Chemistry, Faculty of Science, Okayama University of Science, Ridaicho, Okayama 700 (Japan), Fax: Int. code+(81) 86 254-2891.
Abstract:
Suzuki coupling of stereochemically pure (Z)-bromotetraene 1-which is extremely unstable but can be kept in frozen benzene in the presence of a small amount of PPh3 at &sminus 01;20°C-and (Z)-alkenylboronic acid 2 provides the stereocontrolled synthesis of (11Z)-retinal 3. The 11Z configuration, which is introduced by selective catalytic debromination of the corresponding dibromo precursor of 1, is retained in this step. TBDMS = tBuMe2 Si.
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