4.4 Article

An expeditious total synthesis of (±)-jamtine using condensation between imine and acid anhydride

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 1, Pages 96-98

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.10.091

Keywords

Natural product synthesis; Microwave-assisted synthesis; Pyrroloisoquinoline; Isoquinoline alkaloid; Jamtine; Imine condensation; Acid anhydride condensation

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A totally convergent and very short (three steps) synthesis of (+/-)-jamtine was described. The key step of this sequence was the condensation of 6,7-dimethoxy-3,4-dihydroisoquinoline and tetrahydrophthalic anhydride under microwave activation which occurred in good yield and high diastereomeric selectivity. (C) 2009 Elsevier Ltd. All rights reserved.

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