Stereoselective synthesis of racemic and optically pure flavan-3,4-diols : an approach to stereochemistry of naturally occurring leucoanthocyanidins

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タイトル: Stereoselective synthesis of racemic and optically pure flavan-3,4-diols : an approach to stereochemistry of naturally occurring leucoanthocyanidins

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CONTENT / (0003.jp2)
I Introduction / p1 (0006.jp2)
II Preparation of(±)-trans-Flavanonols / p6 (0011.jp2)
II-1 Preparation of(±)-Chalcone Epoxides / p8 (0013.jp2)
II-2 Cyclization of(±)-Chalcone Epoxides / p10 (0015.jp2)
III Preparation of(±)-Flavan-3,4-diols and(±)-Flavan-3-ols / p18 (0023.jp2)
III-1 Preparation of(±)-Flavan-3,4-diols / p18 (0023.jp2)
III-2 Preparation of(±)-trans-Flavan-3-ols / p24 (0029.jp2)
IV Preparation of Optically Active trans-Flavanonols / p29 (0034.jp2)
IV-1 Asymmetric Epoxidation of Chalcones / p29 (0034.jp2)
IV-2 Cyclization of Optically Active trans-Chalcone Epoxides 98a,b,99a,b and 100a,b / p30 (0035.jp2)
IV-3 Chiroptical Separation / p33 (0038.jp2)
V Preparation of the Optically Pure Flavan-3,4-diols / p40 (0045.jp2)
V-1 Reduction of Optically Pure Aromadendrin Trimethyl Ethers(102a,b)and Comments on Stereochemistry of Naturally Occurring(-)-Leucopelargonidin / p40 (0045.jp2)
V-2 Reduction of Optically Pure Taxifolin Tetramethyl Ethers(104a,b)and Comments on Stereochemistry of Naturally Occurring(+)-Leucocyanidin / p42 (0047.jp2)
V-3 Reduction of Optically Pure Ampelopsin Pentamethyl Ethers(106a,b)and Comments on Stereochemistry of Naturally Occurring Leucodelphinidins / p45 (0050.jp2)
VI Remaining Problem / p50 (0055.jp2)
VII Summary / p51 (0057.jp2)
VIII Experimental / p52 (0058.jp2)
Acknowledgement / p103 (0109.jp2)
References / p104 (0110.jp2)