Enantioselective Total Synthesis of (+)-Testudinariol A Using a New Nickel-Catalyzed Allenyl Aldehyde Cyclization

An enantioselective total synthesis of (+)-testudinariol A was completed. A new nickel-catalyzed allenyl aldehyde cyclization was developed in the approach. In addition, an asymmetric anti aldol reaction and a two-directional oxocarbenium ion/vinyl silane condensation were employed as key steps.

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Veröffentlicht in:Journal of the American Chemical Society 2002-08, Vol.124 (32), p.9366-9367
Hauptverfasser: Amarasinghe, Kande K. D, Montgomery, John
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Montgomery, John
description An enantioselective total synthesis of (+)-testudinariol A was completed. A new nickel-catalyzed allenyl aldehyde cyclization was developed in the approach. In addition, an asymmetric anti aldol reaction and a two-directional oxocarbenium ion/vinyl silane condensation were employed as key steps.
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subjects Aldehydes - chemistry
Alicyclic compounds, terpenoids, prostaglandins, steroids
Catalysis
Chemistry
Exact sciences and technology
Nickel - chemistry
Organic chemistry
Preparations and properties
Stereoisomerism
Terpenoids
Triterpenes - chemical synthesis
title Enantioselective Total Synthesis of (+)-Testudinariol A Using a New Nickel-Catalyzed Allenyl Aldehyde Cyclization
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