LDA做法:向干燥氮气保护下的THF中加入1MOL二异丙胺(重蒸),降温至-45度以下,滴加N-BULI(1MOL),快慢都可以,就可以得到1MOL的LDA了,只要温度可以控制,我已经生产过N次!科研机构:东港省级企业技术中心、东港化工研究所、上海振港医药研发公司、东港-浙江大学精细化工研究中心、东港-南开大学精细化工实验室、东港-中科大医药化工实验室、东港-中国药科大医药奖励基金、东港-大连理工大学活性染料基础研究基金。合作机构:中科院上海有机化学研究所、中科院上海药物研究所、上海医药工业研究院、四川抗菌素研究所>科研成果九五期间,企业共投入6500万元资金用于新产品研制与技术改造,取得研究成果26项,其中12项列入省级新产品,2项列入国家星火计划,4项填补国内空白,活性艳蓝KN-R获国家星火计划新产品一等奖,赛诺吗嗪获美国环保局EPA认证,新产品累计产值13.5亿元。>染料部传真:****-***4997李舜彪:0576-8800191顾彩富:0576-8885459马振民:0576-8815338陈国敏:0576-8221519徐道志:0576-8800008>上海分公司联系人:**,丁昌斌电话:***-******78,63306479传真:021-63306499E-mail:ydy@dankong.net>中国·东港工贸集团公司>营销总部联系人:**徳副总经理电话:0576-8887398传真:0576-8227958集团公司董事长、总经理:王云友电话:0576-8881534传真:86-0576-8227958,8804997E-mail:ydy@dankong.net地址:中国浙江省台州市椒江区解放北路83号邮政编码:318000>医药部传真:0576-8227958徐正福:0576-8881308余丁一:0576-8886278陈康生:0576-8895649王相宝:0576-8220274CASNumber:4111-54-0Market:FineChemicalsLithiumDiisopropylamide(LDA9500)LDAisanon-pyrophorichinderednon-nucleophilicstrongbasewidelyusedforthegenerationofcarbanions1,includingtheinitiationofanionicpolymerization2.(1)WakefieldOrganolithiumMethods;AcademicPress:NewYork,1988,32-44.(2)J.Polym.Sci.PartA:Polym.Chem.1994,32,2425.ThisproductcircumventsthegenerationandevolutionofbutaneassociatedwiththepreparationofLDAbythereactionofn-butyllithiumanddiisopropylamine.LithiumdiisopropylamideWikipediaLithiumdiisopropylamideLithiumdiisopropylamide(LDA),isastrongbase,widelyusedinorganicchemistryforthegenerationofcarbanions.Itisaconvenientreagentforuseinorganicchemistrybecauseitisalsonon-pyrophoric.LDAisnon-nucleophilicandpartofaclassofharpoonbases.Itisformedbytreatingacooled(-78°C)THFsolutionofdriedanddistilleddiisopropylamine(CAS108-18-9)with100mol-%n-butyllithium(typicallyahexanesolution)andallowingthereactiontemperaturethenreacheither0°Corroomtemperature[1].TheLDAsolutionisacommerciallyavailableproduct.LDAhasapKavalueofca.34,andissuitableforthedeprotonationofmostcommoncarbonacidsincludingalcoholsandcarbonylcompounds(aldehydesandketones).Ithasalsobeenshowntobeformedincombinationwithn-butyllithiumatapproximately0°C,andseveralsyntheticpublicationshavedemonstratedthatdryice/acetonetemperatures(-78°C)arenotnecessaryinordertoformLDAforareaction.Inpractice,itischeapertomakeLDAinthelabthanbuyinganalreadypreparedsolution.LDAisoneofthefeworganolithiumcompoundswhichishasarigorouslycharacterizedstructure;inTHFitispredominantlydimeric,althoughitoftendissociatestoengageinreactivity.Otherorganolithiumcompoundsaregenerallyconsideredto exist in and function via high-order,
aggregated species.
References
Triacetic Acid Lactone Methyl Ether as a Natural Products Synthon
Younis M. Younis and Shar S. Al-Shihry
Abstract
Deprotonation at the 6-methyl group of 4-methoxy-6-methyl-3-trimethylsilyl-2H-pyran-2-one
(1d) resulted in the formation of an extended enolate (1e) which was spectroscopically
identified. The utility of this enolate towards the synthesis of some natural products of
polyketide origin has been described, e.g. the synthesis of
4-methoxy-6-(2-oxopropyl)-2H-pyran-2-one (4) and 4-methoxy-6-phenacyl-2H-pyran-2-one (5),
the former having been isolated from Penicillium stipitatum culture, and the synthesis of
5,6-dehydrokawain (6), a natural product extracted from the wood of Aniba firmula and from
the seeds of Alpina blepharocalyx.
Keywords: Enolate; natural product synthesis; pyrone.
Australian Journal of Chemistry 53(7) 589 - 591
Full text doi:10.1071/CH99119
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