Stereoselective Conversion of Campholene- to Necrodane-Type Monoterpenes. Novel Access to (−)-(R,R)- and (R,S)-α-Necrodol and the Enantiomeric γ-Necrodols

Naturally occurring (−)‐(R,R)‐α‐necrodol ((−)‐1) and its C(4)‐epimer (−)‐2 are obtained in 84 and 44% yields, respectively, by lithium ethylenediamide (LEDA) treatment of the corresponding β‐necrodols (−)‐3 and (−)‐4 (Scheme 1, Table), both readily available from (−)‐campholenyl acetate ((−)‐i) by a...

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Veröffentlicht in:	Helvetica chimica acta 1991-05, Vol.74 (3), p.543-548
Hauptverfasser:	Pamingle, Hervé, Snowden, Roger L., Schulte-Elte, Karl H.
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology Organic chemistry Preparations and properties Terpenoids
Online-Zugang:	Volltext
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