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Volumn , Issue 10, 2007, Pages 1485-1490

Easy and stereoselective synthesis of cyclopropyl-substituted phosphonates via α-chlorophosphonates

Author keywords

Acrylates; Cyclopropanes; Diastereomers; Michael addition; Phosphonates

Indexed keywords

CYCLOPROPANES; DIASTEREOMERS; MICHAEL ADDITION; PHOSPHONATES;

EID: 34249785925     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-966032     Document Type: Article
Times cited : (5)

References (33)
  • 27
    • 34249781453 scopus 로고    scopus 로고
    • We have utilized the reaction of inexpensive PBr3 with α-hydroxyphosphonates also to prepare a series of 2-[aryl(bromo)methyl]-5, 5-dimethyl-1,3,2-dioxaphosphinane 1-oxides (aryl, phenyl, 4-methylphenyl, 4-chlorophenyl, 4-bromophenyl, some of these compound have been previously reported.2a Note that 2-(1-hydroxy-3-phenyl-prop-2-enyl)-5,5- dimethyl-1,3,2-dioxaphosphinane 1-oxide affords two types of cinnamyl-substituted bromophosphonates 2-(1-bromo-3-phenylprop-2-enyl)-5,5- dimethyl-1,3,2-dioxaphosphinane 1-oxide and 2-(3-bromo-3-phenyl-prop-1-enyl)-5, 5-dimethyl-1,3,2-dioxaphosphinane 1-oxide, while the using 2-[hydroxy(2-furyl) methyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 1-oxide affords 2-5-bromo-2-furyl, 5,5-dimethyl-1,3,2-dioxaphosphinane 1-oxide. More details are available from the authors or in ref. 9
    • 2a Note that 2-(1-hydroxy-3-phenyl-prop-2-enyl)-5,5- dimethyl-1,3,2-dioxaphosphinane 1-oxide affords two types of cinnamyl-substituted bromophosphonates 2-(1-bromo-3-phenylprop-2-enyl)-5,5- dimethyl-1,3,2-dioxaphosphinane 1-oxide and 2-(3-bromo-3-phenyl-prop-1-enyl)-5, 5-dimethyl-1,3,2-dioxaphosphinane 1-oxide, while the using 2-[hydroxy(2-furyl) methyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 1-oxide affords 2-(5-bromo-2-furyl)- 5,5-dimethyl-1,3,2-dioxaphosphinane 1-oxide. More details are available from the authors or in ref. 9.
  • 28
    • 34249787681 scopus 로고    scopus 로고
    • PhD Thesis; University of Hyderabad: India
    • Pavan Kumar, K. V. P. PhD Thesis; University of Hyderabad: India, 2006.
    • (2006)
    • Pavan Kumar, K.V.P.1
  • 29
    • 34249774636 scopus 로고    scopus 로고
    • All data has been deposited at the Cambridge database. We believe that such information will be useful, in case these compounds are pharmacologically active
    • All data has been deposited at the Cambridge database. We believe that such information will be useful, in case these compounds are pharmacologically active.
  • 31
    • 34249827023 scopus 로고    scopus 로고
    • Sheldrick G. M., SHELX-97, University of Göttingen, Germany, 1997.
    • (a) Sheldrick G. M., SHELX-97, University of Göttingen, Germany, 1997.
  • 33
    • 34249819718 scopus 로고    scopus 로고
    • Sheldrick G. M, SHELXTL NT, version 5.10; Bruker AXS, Analytical X-ray System, WI, 1999
    • (c) Sheldrick G. M., SHELXTL NT, version 5.10; Bruker AXS, Analytical X-ray System, WI, 1999.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.