STUDIES ON MACROCYCLIC DITERPENOIDS(XI)──A Convergent and Stereoselective Synthesis of Cembrenene Precursor-4,10-Dimethyl-7-Isopropenyl-14-Oxo-3Z,5E,10E-Pentadecatrienal  

STUDIES ON MACROCYCLIC DITERPENOIDS(XI)──A Convergent and Stereoselective Synthesis of Cembrenene Precursor -4,10-Dimethyl-7-Isopropenyl-14-Oxo-3Z, 5E, 10E-Pentadecatrienal

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

出  处:《Chinese Chemical Letters》1994年第2期101-104,共4页中国化学快报(英文版)

摘  要:A cembrenene precursor,4,10-dimethyl-7-isopropenyl-14-oxo-3Z,5E,10Epentadecatrienal,was prepared in a convergent and stereoselective manner starting from geranylacetone via six steps employing allylic chlorination,Wittig reaction(SCOOPY),alkylation of the allylic chloride 11, and the reductive elimination of the vicinal acetoxyl sulfone adduct to introduce stereoselectively the trans double bond of the target molecule as keysteps.A cembrenene precursor,4,10-dimethyl-7-isopropenyl-14-oxo-3Z,5E,10Epentadecatrienal,was prepared in a convergent and stereoselective manner starting from geranylacetone via six steps employing allylic chlorination,Wittig reaction(SCOOPY),alkylation of the allylic chloride 11, and the reductive elimination of the vicinal acetoxyl sulfone adduct to introduce stereoselectively the trans double bond of the target molecule as keysteps.

关 键 词:SYNTHESIS STEREOSELECTIVE PRECURSOR CONVERGENT Cembrenene 

分 类 号:O625[理学—有机化学]

 

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