- Approaches to the assembly-of the antifungal agent FR-900848: Studies on the asymmetric synthesis of bicyclopropanes and an X-ray crystallographic analysis of (4R,5R)-2-[(1R,3S,4S,6R)-6-phenyl-1-bicyclopropyl]-1,3- dimethyl-4,5-diphenylimidazolidine
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Both syn- and anti-bicyclopropane derivatives are efficiently prepared with good relative and absolute stereocontrol; structures are unequivocally determined by an X-ray crystallographic study of the title imidazolidine-derivative.
- Barrett,Doubleday,Tustin,White,Williams
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p. 1783 - 1784
(2007/10/02)
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- ASYMMETRIC SIMMONS-SMITH REACTIONS USING HOMOCHIRAL PROTECTING GROUPS
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Asymmetric Simmons-Smith reactions of α,β-unsaturated acetals derived from chiral dialkyl tartrate or (2R,4R)-2,4-pentanediol are described.Treatment of the acetal with diethylzinc and methylene iodide gives a cyclopropane with high diastereoselectivity.The acetal group is readily transformed to the aldehyde or the ester group.In addition, the method is successfully applied to the enantioselective synthesis of 5,6-methanoleukotriene A4, a stable and selective inhibitor of leukotriene biosynthesis.
- Mori, Atsunori,Arai, Isao,Yamamoto, Hisashi,Nakai, Hisao,Arai, Yoshinobu
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p. 6447 - 6458
(2007/10/02)
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