623936-70-9Relevant academic research and scientific papers
Domino [3+3]-cyclization-homo-Michael reactions of 1,3-bissilyl enol ethers with 1,1-diacylcyclopropanes
Bose, Gopal,Nguyen, Van Thi Hong,Ullah, Ehsan,Lahiri, Sunanda,Goerls, Helmar,Langer, Peter
, p. 9128 - 9134 (2004)
The Lewis acid mediated domino [3+3]-cyclization-homo-Michael reaction of 1,3-bissilyl enol ethers with 1,1-diacylcyclopropanes allows an efficient one-pot synthesis of functionalized salicylates containing a halogenated side chain. A great variety of substitution patterns could be realized by variation of the starting materials and of the Lewis acid. The mechanism of the domino process was studied.
[3+3] Cyclizations of 1,3-bis(silyl enol ether)s with 1,1-diacetylcyclopentane and 1,1-diacetylcyclopropane
Langer, Peter,Bose, Gopal
, p. 4033 - 4036 (2003)
Domino reactions of 1,3-bis(silyl enol ether)s with 1,1-diacetylcyclopentane and 1,1-diacetylcyclopropane (see scheme) allow a new and convenient one-pot synthesis of spiro[5.4]cyclodecenones, bicyclo[4.4.0]deca-1,4-dien-3-ones, and functionalized salicylates, which are versatile intermediates for the synthesis of pharmacologically relevant natural product analogues. MS = molecular sieves.
Synthesis of dibenzo[b,d]pyran-6-ones based on [3 + 3] cyclizations of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones
Hussain, Ibrar,Nguyen, Van Thi Hong,Yawer, Mirza Arfan,Dang, Tuan Thanh,Fischer, Christine,Reinke, Helmut,Langer, Peter
, p. 6255 - 6258 (2008/02/09)
(Chemical Equation Presented) Functionalized dibenzo[b,d]pyran-6-ones were prepared by formal [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones or 1,1-diacetylcyclopropane to give functionalized salicylates, Suzuki cross-coupling reactions of the corresponding triflates, and subsequent BBr3-mediated lactonization. A second approach to dibenzo[b,d]pyran-6-ones relies on the [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 1-(2-methoxyphenyl)-1-(trimethylsilyloxy)alk-1-en-3-ones and subsequent BBr3-mediated lactonization.
Synthesis of dibenzo[b,d]pyran-6-ones based on a '[3+3] cyclization-Suzuki cross-coupling' strategy
Nguyen, Van Thi Hong,Langer, Peter
, p. 1013 - 1015 (2007/10/03)
Functionalized dibenzo[b,d]pyran-6-ones were prepared by sequential '[3+3] cyclization-Suzuki cross-coupling' reactions.
