Studies towards the preparation of sparteine-like diamines for asymmetric synthesis†

JR Harrison, P O'Brien, DW Porter…

文献索引：Harrison, Justin R.; O'Brien, Peter; Porter, David W.; Smith, Neil M. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 24 p. 3623 - 3631

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被引用次数: 44

摘要

A route for the preparation of sparteine-like diamines starting from naturally occurring amino acids has been explored. Starting from the amino acids (S [hair space])-proline and (S [hair space])-phenylalanine, two novel sparteine-like diamines 2 and 3 have been prepared. The synthetic route involves Dieckmann condensation followed by a double Mannich reaction to set up the tricyclic structure with control of the relative stereochemistry. During the ...