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- W2073239323 abstract "Three new carbon-carbon bond forming reactions by the use of new catalyst systems involving tin(II) compounds are described in this article. The aldol reaction of silyl enol ethers with acetals or aldehydes and the Michael reaction of silyl enol ethers with α,β-unsaturated ketones are catalyzed by the combination of a neutral molecule, trityl chloride, and a weak Lewis acid, tin(II) chloride, under extremely mild conditions. Similarly, an active species is generated by the combination of a Lewis acid and a tin(II) compound, for example, α,β-unsaturated thioesters smoothly react with silyl enol ethers to afford the corresponding Michael adducts stereoselectively in high yields by combined use of antimony(V) chloride and tin(II) triflate. Thirdly, a new chiral promoter has developed based on this concept of combination. Highly enantioselective aldol reaction between both achiral silyl enol ethers of thioesters and aldehydes is performed by combined use of chiral diamine coordinated tin(II) triflate and tributyltin fluoride." @default.
- W2073239323 created "2016-06-24" @default.
- W2073239323 creator A5030312136 @default.
- W2073239323 creator A5049553063 @default.
- W2073239323 date "1990-02-01" @default.
- W2073239323 modified "2023-10-16" @default.
- W2073239323 title "New role of tin(II) compounds in organic synthesis" @default.
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- W2073239323 doi "https://doi.org/10.1016/0022-328x(90)85213-i" @default.
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