有机合成路线设计原理

《有机合成路线设计原理》由会员上传分享，免费在线阅读，更多相关内容在教育资源-天天文库。

1、IntroductiontoOrganicSynthesis有机合成初步6/11/20211合成化学家在旧的自然界旁又建起了一个新的自然界R.B.WoodwardE.J.CoreyRetro-syntheticanalysis逆合成分析TheNoblePrizein199020世纪《TheLogicofChemicalSynthesis》6/11/202121.Retrosyntheticanalysis(逆合成分析)Inthisprocedurethetargetmoleculeistransformedprogressivelyintosimplerstructuresbyd

2、isconnectingselectedcarbon-carbonbonds.Thesedisconnectionsrestontransforms,whicharethereverseofplausiblesyntheticconstructions.Eachsimplerstructure,sogenerated,becomesthestartingpointforfurtherdisconnections,leadingtoabranchedsetofinterrelatedintermediates.Aretrosynthetictransformisdepictedby

3、the=>symbol,asshowninnextslide.Onceacompleteanalysishasbeenconducted,thedesiredsynthesismaybecarriedoutbyapplicationofthereactionsunderlyingthetransforms.6/11/20213SynthonEquivalentDisconnectionrestontransforms6/11/202146/11/20215SynthonEquivalentPolarInversion极性反转6/11/20216PolarInversion6/11

4、/20217Symbol6/11/20218FunctionalGrouptransforms6/11/202196/11/2021102.DisconnectiononTMswithoutFG——addingFGTM：targetedmolecule目标分子6/11/2021116/11/2021126/11/2021133.DisconnectiononTMswithmonoFGApplicationofMalonicester6/11/2021146/11/2021156/11/20211680%99%80%6/11/202117酮式烯醇式ApplicationofEthy

5、lAcetoacetatepKa＝116/11/2021186/11/2021196/11/2021206/11/202121ApplicationofEpoxy（环氧）compounds6/11/2021226/11/2021236/11/202124DisconnectiononCyclohexene6/11/2021256/11/202126Birch还原6/11/2021274.DisconnectiononBifunctionalgroups（1）,-unsaturatedcompounds6/11/2021286/11/202129（2）,-unsaturat

6、edcarboxylicacid6/11/202130（3）-Hydroxyester6/11/2021316/11/202132（4）1,3-bicarbonyl6/11/2021336/11/202134（5）1,4-bicarbonyl6/11/202135（6）1,5-bicarbonyl——迈克尔（Michael）加成反应6/11/2021366/11/2021376/11/2021386/11/202139（7）1,6-bicarbonyl6/11/2021406/11/202141Birch还原6/11/2021424.Rearrangment6/11/20214

7、3嚬哪醇重排：6/11/2021446/11/2021455.Examples6/11/2021466/11/2021476/11/2021486/11/2021496/11/2021506/11/2021516/11/2021526/11/2021536/11/2021546/11/202155AsynthesisofN-ethyl-2-aminomethylspiro[3.3]heptanefromstartingcompoundshavingnomorethanthreec