通过新型Salen型手性碘烷促进的不对称羟基化酚去芳构化/[4+2] -二聚化串联反应全合成(-)-巴乔佩蒂酮。
Total Synthesis of (-)-Bacchopetiolone via an Asymmetric Hydroxylative Phenol Dearomatization/[4+2]-Dimerization Cascade Promoted by a Novel Salen-Type Chiral Iodane.
作者信息
Coffinier Romain, El Assal Mourad, Peixoto Philippe A, Bosset Cyril, Miqueu Karinne, Sotiropoulos Jean-Marc, Pouységu Laurent, Quideau Stéphane
机构信息
Univ. Bordeaux , ISM (CNRS-UMR 5255), 351 cours de la Libération, Talence F-33405 Cedex, France.
Univ. Pau et Pays de l'Adour , IPREM (CNRS-UMR 5254), Hélioparc, 2 avenue Pierre Angot, Pau F-64053 Cedex 09, France.
出版信息
Org Lett. 2016 Mar 4;18(5):1120-3. doi: 10.1021/acs.orglett.6b00224. Epub 2016 Feb 23.
The first total and biomimetic synthesis of the natural bis(sesquiterpene) (-)-bacchopetiolone (revised structure) was completed through a highly diastereoselective hydroxylative phenol dearomatization/[4+2]-dimerization cascade conversion of (+)-curcuphenol using a novel C2-symmetrical chiral Salen-type bis(λ(5)-iodane).
通过使用一种新型的C2对称手性Salen型双（λ(5)-碘烷），对(+)-姜黄酚进行高度非对映选择性羟基化苯酚去芳构化/[4+2] - 二聚化级联转化，首次完成了天然双（倍半萜）(-)-酒神巴克斯石蒜酮（修正结构）的全合成和仿生合成。
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