Reactions of 1-Aza-1,3-butadienes: A Simple Access to Bicyclo[33.1]nonan-3-one Derivatives

Jon K.F. Geirsson; Jonina F. Johannesdottir; Sigridur Jonsdottir

doi:10.1055/s-1993-22376

Reactions of 1-Aza-1,3-butadienes: A Simple Access to Bicyclo[33.1]nonan-3-one Derivatives

Jon K.F. Geirsson
, Jonina F. Johannesdottir
, Sigridur Jonsdottir

Science Institute

University of Iceland

Research output: Contribution to journal › Article › peer-review

Abstract

A facile and efficient one-step procedure for the synthesis of bicyclo[3.3.1]nonan-3-one derivatives is described. Two equivalents of dimethyl 1,3-acetonedicarboxylate reacted with 1-aza-1,3-butadienes to afford the products in good to excellent yields (70-80%). The reaction proceeded with similar yields when the imine was replaced by the corresponding α,β-unsaturated aldehyde.

Original language	English
Pages (from-to)	133-134
Number of pages	2
Journal	Synlett
Volume	1993
Issue number	2
DOIs	https://doi.org/10.1055/s-1993-22376
Publication status	Published - Feb 1993

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abstract = "A facile and efficient one-step procedure for the synthesis of bicyclo[3.3.1]nonan-3-one derivatives is described. Two equivalents of dimethyl 1,3-acetonedicarboxylate reacted with 1-aza-1,3-butadienes to afford the products in good to excellent yields (70-80\%). The reaction proceeded with similar yields when the imine was replaced by the corresponding α,β-unsaturated aldehyde.",

author = "Geirsson, \{Jon K.F.\} and Johannesdottir, \{Jonina F.\} and Sigridur Jonsdottir",

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AU - Jonsdottir, Sigridur

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N2 - A facile and efficient one-step procedure for the synthesis of bicyclo[3.3.1]nonan-3-one derivatives is described. Two equivalents of dimethyl 1,3-acetonedicarboxylate reacted with 1-aza-1,3-butadienes to afford the products in good to excellent yields (70-80%). The reaction proceeded with similar yields when the imine was replaced by the corresponding α,β-unsaturated aldehyde.

AB - A facile and efficient one-step procedure for the synthesis of bicyclo[3.3.1]nonan-3-one derivatives is described. Two equivalents of dimethyl 1,3-acetonedicarboxylate reacted with 1-aza-1,3-butadienes to afford the products in good to excellent yields (70-80%). The reaction proceeded with similar yields when the imine was replaced by the corresponding α,β-unsaturated aldehyde.

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Reactions of 1-Aza-1,3-butadienes: A Simple Access to Bicyclo[33.1]nonan-3-one Derivatives

Abstract

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