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Application of the criegee rearrangement in singlet oxygen reaction: a high yield of diosone from the photooxygenation of pseudodiosgenin diacetate
Zhang, Y; Zeng, ZH; Liu, YY; Cheng, XX; Wang, XS; Zhang, BW
刊名Chemistry letters
2005-03-01
卷号34期号:3页码:368-369
ISSN号0366-7022
DOI10.1246/cl.2005.368
通讯作者Cheng, xx()
英文摘要Photochemically generated singlet oxygen adds selectively to c-20-c-22 rather than c-5-c-6 double bond of pseudodiosgenin diacetate 1 to give diosone 4, an important intermediate for preparation of many steroidal drugs, and ene product 3 at room temperature. 3 was separated and characterized by h-1 and c-13 nmr as well as ir. when pyridine and acetic anhydride were presented, the criegee rearrangement of 3 can yield 4, as a result, leading to a high collection yield (80% in acetonitrile) of 4.
WOS关键词SENSITIZED PHOTOOXYGENATION
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
语种英语
出版者CHEMICAL SOC JAPAN
WOS记录号WOS:000227710300045
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2378020
专题中国科学院大学
通讯作者Cheng, XX
作者单位1.Chinese Acad Sci, Tech Inst Phys & Chem, Beijing 100101, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
推荐引用方式
GB/T 7714
Zhang, Y,Zeng, ZH,Liu, YY,et al. Application of the criegee rearrangement in singlet oxygen reaction: a high yield of diosone from the photooxygenation of pseudodiosgenin diacetate[J]. Chemistry letters,2005,34(3):368-369.
APA Zhang, Y,Zeng, ZH,Liu, YY,Cheng, XX,Wang, XS,&Zhang, BW.(2005).Application of the criegee rearrangement in singlet oxygen reaction: a high yield of diosone from the photooxygenation of pseudodiosgenin diacetate.Chemistry letters,34(3),368-369.
MLA Zhang, Y,et al."Application of the criegee rearrangement in singlet oxygen reaction: a high yield of diosone from the photooxygenation of pseudodiosgenin diacetate".Chemistry letters 34.3(2005):368-369.
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