New synthesis of wittig-horner reagents and its reaction = 빗티히-호너 시약의 새로운 합성 및 반응

Cited 0 time in webofscience Cited 0 time in scopus
  • Hit : 190
  • Download : 0
A convenient synthesis of α-heteroatom substituted phosphonates and β-keto phosphonates has been studied. Treatment of diethyl trimethylsilyl phosphite (DTSP) with arylaldehyde acetals and its derivatives such as arylaldehyde thioacetals, orthoformates in the presence of Lewis acid, respectively, gives the corresponding phosphonates in high yields under mild conditions. Titanium (IV) chloride catalyzed addition of diethyl trimethylsilyl phosphite (DTSP) to β-nitrostyrenes afforded α-phosphoryl nitronates which on treatment with low valent titanium in situ generated from titanium (IV) and zinc, was smoothly converted to 1-aryl-1-cyanomethanephosphonates in good yields. β-Keto phosphonates was obtained by the reaction of DTSP with nitro olefin in presence of titanium (IV) chloride in moderate yields. And, reaction of triethyl phosphite with silyl enol ether in the presence of iodosobenzene and boron trifluoride etherate afforded the β-keto phosphonates in good yields. Wittig-Horner reaction of 1-aryl-1-cyanomethanephosphonates with aldehyde has been studied.
Advisors
Oh, Dong-YoungKim, Sung-Gak오동영김성각
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
1987
Identifier
60978/325007 / 000835043
Language
eng
Description

학위논문(박사) - 한국과학기술원 : 화학과, 1987.2, [ x, 124 p. ]

URI
http://hdl.handle.net/10203/31274
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=60978&flag=dissertation
Appears in Collection
CH-Theses_Ph.D.(박사논문)
Files in This Item
There are no files associated with this item.

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0