硼氫化物不對(duì)稱還原酮制備旋光活性烯唑醇及烯效唑中手性氨基醇輔助劑的研究

1、南開大學(xué)碩士學(xué)位論文硼氫化物不對(duì)稱還原酮制備旋光活性烯唑醇及烯效唑中手性氨基醇輔助劑的研究姓名：唐奕龍申請(qǐng)學(xué)位級(jí)別：碩士專業(yè)：有機(jī)化學(xué)指導(dǎo)教師：唐除癡周正洪20030501南開大學(xué)黝屆碩士研霓生畢業(yè)論文Abstractnthisthesis，theasymmetricsynthesisofopticallyactiveSumisevenandDiniconazoleusingchiralaminoalcoholmodifiedboron

2、hydrideasthereductantwasstudiedFifteennewchiralaminoalcoholsweresynthesizedstartingfromsomereadilyavailablechiralsources，suchas()a—phenyIethylamine，Laminoacids，(十)一1一(4一nitrophenyl)2一amino一1，3propanedioletcThestructureso

3、fallthesepreparedcompoundswerecharacterizedby。lHNMRandelementalanalysisTheirapplicationasauxiliariesinboronhydridereductionofprochimlketoneswasinvestigatedThenatureofaminoalcoholWaSfoundtobeanessentialfactortoenantiosele

4、ctivityofthereactionGenerallytheauxiliarythatwasdisubstitutedonthecarbonaffachedtohydroxylgrouphadbetterchiralinductioneffectthanthatwasonlymonosubstitutedMoreoverbetlerresultswereobtainedwhenarylgroupinsteadofalkylgroup

5、wasintroducedtothecarbonaffachedtohydroxylgroupAdditionallytheintroductionofasub，stituent，especiallyanelectron—donatingmethylgroupatthepara—positionofthebenzeneringresultedinhigherenantioselectivityInmostcases，moderateen

6、antioselectivitywasobservedinthepresenceofchiralaminoalcoholsTheuseofaminoalcohol23derivedfromLprolineastheauxiliaryledtothebestresults(higherthan93％ee)ThereactiontemperaturehadasignificantinfluenceonthisreactionTheVield

7、andtheconversionofthereactionwereincreasedwiththeraiseofreactiontemperatureWhilechoosingdifferentreactionreagentduringtheabovesaidexperiment，itseemsthattherewerenuletofollowInaword，thereactionreagentdoeslittleinfluenceto