- Highly regioselective homoallyl alcohol protection through ring opening of p-methoxybenzylidene acetal
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A highly regioselective homoallylic alcohol protection was achieved in the reductive cleavage of anisylidene acetal with DIBAL-H during the selective protection of hydroxyl group in terminal unsaturated diols which was unlikely compare to the diols present adjacent to internal and cyclic double bond. Reductive cleavage of terminal olefenic diols protected as its acetals gave exclusively allyl alcohol product in good to excellent yield. Though the actual reason of such observation is not quite clear, the current reductive protocol can be applied as an efficient solution for indirect protection of less reactive hydroxy group in preference to that of more reactive allylic one as PMB-mono ether.
- Bharath, Yada,Maduri, Spandana,Mohapatra, Debendra K.
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p. 5344 - 5347
(2016/11/11)
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- Synthesis and conformational analysis of 3-hydroxypipecolic acid analogs via CSI-mediated stereoselective amination
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A short and efficient stereoselective synthetic approach toward substituted piperidines, involving (2S,3S)-3-hydroxypipecolic acid 1, (2R,3S)-3-hydroxypipecolic acid 3, and their acid-reduced analogs 2 and 4, has been developed. The requisite anti- and sy
- Kim, In Su,Oh, Joa Sub,Zee, Ok Pyo,Jung, Young Hoon
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p. 2622 - 2633
(2007/10/03)
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- An efficient stereoselective synthesis of (+)-deoxoprosophylline
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An efficient stereoselective synthesis of (+)-deoxoprosophylline from readily available p-anisaldehyde is described. Key steps in the synthesis include the stereoselective amination of anti-1,2-dibenzyl ether using chlorosulfonyl isocyanate, intermolecula
- Kim, In Su,Ryu, Chae Baek,Li, Qing Ri,Zee, Ok Pyo,Jung, Young Hoon
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p. 6258 - 6261
(2008/02/10)
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- An efficient stereoselective synthesis of (2S,3S)-3-hydroxypipecolic acid using chlorosulfonyl isocyanate
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An efficient stereoselective syntheses of (2S,3S)-3-hydroxypipecolic acid and (2R,3S)-2-hydroxymethylpiperidin-3-ol were achieved from p-anisaldehyde via the regioselective and diastereoselective introduction of an N-protected amine group using chlorosulf
- Kim, In Su,Ji, Yun Jung,Jung, Young Hoon
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p. 7289 - 7293
(2007/10/03)
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- A concise synthesis of (-)-cytoxazone and (-)-4-epi-cytoxazone using chlorosulfonyl isocyanate
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A concise synthesis of (-)-cytoxazone and its stereoisomer (-)-4-epi-cytoxazone, novel cytokine modulators, has been accomplished each in six steps from readily available p-anisaldehyde with good diastereoselectivity. Key steps in the synthesis include th
- Kim, In Su,Kim, Ji Duck,Ryu, Chae Baek,Zee, Ok Pyo,Jung, Young Hoon
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p. 9349 - 9358
(2007/10/03)
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- Regioselective and diastereoselective amination with use of chlorosulfonyl isocyanate: A short and efficient synthesis of (-)-cytoxazone
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(Chemical Equation Presented) The total synthesis of (-)-cytoxazone 1 was achieved in six linear steps (34% overall yield) from p-anisaldehyde. The key steps in this route are the regioselective and stereoselective introduction of a N-protected amine grou
- Kim, Ji Duck,Kim, In Su,Jin, Cheng Hua,Zee, Ok Pyo,Jung, Young Hoon
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p. 4025 - 4028
(2007/10/03)
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