N-[alpha-(2-Bromo-1-butenyl)-alpha-methyl]oxazolin-2-one (7) and N-[alpha-(2-bromo-1-butenyl)-alpha-pyranyloxyethyl]oxazolin-2-one (14), obtained by starting with ethyl acetoacetate, were treated with tributyltin hydride in the presence of AIBN afforded the cyclization products (8) and (15), respectively, with high diastereoselectivity. Conversion of the 8-methyleneoxazolidinopiperidine (15) to the 6-hydroxyethyl-2-hydroxymethyl-3-hydroxypiperidine derivative (18) was described.
机构:
Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Zhao, Yuan-Cong
Zhang, Ji
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Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Zhang, Ji
Wang, Na
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Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Wang, Na
Yu, Hong
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Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Yu, Hong
Yang, Xin-Bing
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Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Yang, Xin-Bing
Chen, Shan-Yong
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Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Chen, Shan-Yong
Yu, Xiao-Qi
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Sichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
Sichuan Univ, Dept Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R ChinaSichuan Univ, W China Med Sch, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
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Med Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, PolandMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
Ziembicka, Dagmara
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Gobis, Katarzyna
Szczesio, Malgorzata
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Lodz Univ Technol, Inst Gen & Ecol Chem, Fac Chem, 116 Zeromskiego St, PL-90924 Lodz, PolandMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
Szczesio, Malgorzata
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Olczak, Andrzej
Augustynowicz-Kopec, Ewa
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Inst TB & Pulm Dis, Dept Microbiol, 26 Plocka St, PL-01138 Warsaw, PolandMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
Augustynowicz-Kopec, Ewa
Glogowska, Agnieszka
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Inst TB & Pulm Dis, Dept Microbiol, 26 Plocka St, PL-01138 Warsaw, PolandMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
Glogowska, Agnieszka
Korona-Glowniak, Izabela
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Med Univ Lublin, Fac Pharm, Dept Pharmaceut Microbiol, 1 Chodzki St, PL-20093 Lublin, PolandMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
Korona-Glowniak, Izabela
Bojanowski, Krzysztof
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Sunny BioDiscovery Inc, 972 East Main St, Santa Paula, CA 93060 USAMed Univ Gdansk, Fac Pharm, Dept Organ Chem, 107 Gen Hallera Ave, PL-80416 Gdansk, Poland
机构:
Slovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, SlovakiaSlovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia
Kubizna, Peter
Spanik, Ivan
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Slovak Univ Technol Bratislava, Dept Analyt Chem, SK-81237 Bratislava, SlovakiaSlovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia
Spanik, Ivan
Kozisek, Jozef
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Slovak Univ Technol Bratislava, Dept Phys Chem, SK-81237 Bratislava, SlovakiaSlovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia
Kozisek, Jozef
Szolcsanyi, Peter
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Slovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, SlovakiaSlovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia