STUDIES ON MACROCYCLIC DITERPENOIDS(Ⅻ)──A Convergent and Stereoselective Synthesis of Sarcophytol-Q Precursor──(11S)-3,7,11,15-Tetramethyl-11-Hydroxy-14-Oxo-3E,7E,12E-Hexadecatrienal  

STUDIES ON MACROCYCLIC DITERPENOIDS(Ⅻ)──A Convergent and Stereoselective Synthesis of Sarcophytol-Q Precursor──(11S)-3, 7, 11,15-Tetramethyl-11-Hydroxy-14-Oxo-3E, 7E, 12E-Hexadecatrienal

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作  者:Wei Dong LI Yu Lin LI Ying LI (State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071)(Institute of Organic Chemistry, Lanzhou University. Lanzhou 730000) 

出  处:《Chinese Chemical Letters》1994年第1期11-14,共4页中国化学快报(英文版)

摘  要:A precursor of sarcophytol-Q, (11 S) -3, 7, 11, 15-tetramethyl-11-hydroxy-14-oxo-3E, 7E, 12E-hexadecatrienal, was synthesized by a convergent and stereoselective manner from geraniol via nine steps employing asymmetric Sharpless epoxidation and be (n-BuLi)-induce dehydrohalogenation rearrangement of chiral epoxy chloride (4) and the phase transfer catalytic coupling reaction of allylic phenyl sulfone (9) with chiral allylic chloride (6) as key steps.A precursor of sarcophytol-Q, (11 S) -3, 7, 11, 15-tetramethyl-11-hydroxy-14-oxo-3E, 7E, 12E-hexadecatrienal, was synthesized by a convergent and stereoselective manner from geraniol via nine steps employing asymmetric Sharpless epoxidation and be (n-BuLi)-induce dehydrohalogenation rearrangement of chiral epoxy chloride (4) and the phase transfer catalytic coupling reaction of allylic phenyl sulfone (9) with chiral allylic chloride (6) as key steps.

关 键 词:Sarcophytol SYNTHESIS STEREOSELECTIVE PRECURSOR CONVERGENT DITERPENOIDS 

分 类 号:O632[理学—高分子化学]

 

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