Toward the Development of a General Chiral Auxiliary. A Total Synthesis of (+)-Tetronolide via a Tandem Ketene-Trapping [4 + 2] Cycloaddition Strategy

A highly convergent, enantioselective total synthesis of the aglycone of the tetrocarcins, (+)-tetronolide, is described. The synthesis highlights the use of several new methods, including camphor auxiliary-directed asymmetric alkylation and the enantioselective preparation of acyclic mixed acetals...

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Veröffentlicht in:	Journal of the American Chemical Society 2006-08, Vol.128 (32), p.10572-10588
Hauptverfasser:	Boeckman, Robert K, Shao, Pengcheng, Wrobleski, Stephen T, Boehmler, Debra J, Heintzelman, Geoffrey R, Barbosa, Antonio. J
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds, terpenoids, prostaglandins, steroids Aminoglycosides - chemical synthesis Aminoglycosides - chemistry Chemistry Cyclization Ethylenes - chemistry Exact sciences and technology General and physical chemistry Ketones - chemistry Molecular Structure Organic chemistry Preparations and properties Stereoisomerism Terpenoids
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