69924-97-6Relevant articles and documents
Stereoselective Synthesis of (+/-)-Ancistrofuran: Stereoselective Reduction of a γ-Hydroxyketone
Baker, Raymond,Ravenscroft, Paul D.,Swain, Christopher J.
, p. 74 - 75 (1984)
A remarkably stereoselective reduction of a γ-hydroxyketone with two equiv. of lithium triethylborohydride has been observed and this effect has been suggested to originate from 'chelation control'; the reaction has been utilised in a short stereoselectiv
Stereoselective Synthesis of (+/-)-Ancistrofuran and its Stereoisomers
Baker, Raymond,Cottrell, Ian F.,Ravenscroft, Paul D.,Swain, Christopher J.
, p. 2463 - 2468 (2007/10/02)
The four possible stereoisomers of ancistrofuran have been prepared from γ-cyclohomocitral.Addition of 3-furyl-lithium yielded two epimeric alcohols.Each alcohol was epoxidised with m-chloroperbenzoic acid and reduction with lithium aluminium hydride gave