Oxidation of hecogenin and diosgenin derivatives with dimethyldioxirane
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Zhu, BK
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机构:Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
Zhu, BK
Zhang, HB
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机构:Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
Zhang, HB
Zhang, YS
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机构:Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
Zhang, YS
Zhong, HM
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机构:Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
Zhong, HM
Liu, JP
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Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R ChinaYunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
Liu, JP
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机构:
[1] Yunnan Univ, Ctr Adv Studies Med & Organ Chem, Sch Pharm, Kunming 650091, Peoples R China
[2] Qingdao Sci & Tech Univ, Sch Chem, Qingdao 266042, Peoples R China
Diacetyl derivative of hecogenin 1 was oxidized to unsaturated ketone 5 via allylic alcohol 3 when it reacted with dimethyldioxirane (DMDO). The structure of 3 was confirmed by X-ray crystal analysis and the highly regioselectivity of DMDO to different olefin bonds was also observed when diosgenin derivative 6 was treated with DMDO.