Name Reactions: A Collection of Detailed Mechanisms and Synthetic Applications Fifth Edition

704 Pages·2014·45.59 MB·English

by  Jie Jack Li (auth.)

BaraJni Ree aJgaecnkts ·L Biargellini reaction
BBBBaaaarrrraaaannnn RRRReeeeeaaaaagggggeeeeennnnntttttsssss ··· BBBBBaaaaarrrrrgggggeeeeelllllllllliiiiinnnnniiiii rrrrreeeeeaaaaaccccctttttiiiiiooooonnnnn
Cattallani reaction · Danheiser annulation
CCCCCaaaattttttttttaaaallllllllllaaaannnniiiii rrrreeeeaaaaccctttttiiiiioooonnnn · DDDDDaaaannnnhhhhheeeeiiiiisssseeeerr aannnnulllaatttiiioonn
Elbs oxidation · Hofmann elimination
EEEEllllbbbbsss oooxxiiiiddddaaattttiiiiooonnnn · HHHHHoooofffffmmmmaaaannnnnnnn eeeellllliiiiimmmmiiiiinnnnaaaatttttiiiiioooonnnn
McMillan catalyst · Anti-Markovnikov
MMMMMcccccMMMMMiiiiillllllllllaaaaannnnn cccccaaaaatttttaaaaalllllyyyyysssssttttt ··· AAAAAnnnnntttttiii---MMMaaarrrkkkooovvvnnniiikkkooovvv
Sanford reaction · Yu C-H activation
SSSSaaannnffffooorrrdddd rrreeeaaaccttttiiiiooonnn · YYYYuu CCCC-HHHHH aaaaccctttttiiiiivvvaaaatttttiiiiioooonnnn
Zaitsev elimination
ZZZaaiiitttsseev eellliiimmiiinnaatttiiioonn
Name
Reactions
A Collection of Detailed Mechanisms
and Synthetic Applications, Fifth Edition
Name Reactions

Jie Jack Li
Name Reactions
A Collection of Detailed Mechanisms
and Synthetic Applications
Fifth Edition
JieJackLi
DepartmentofChemistry
CollegeofArtsandSciences
UniversityofSanFrancisco
SanFrancisco
CA, USA
ISBN978-3-319-03978-7 ISBN978-3-319-03979-4(eBook)
DOI10.1007/978-3-319-03979-4
SpringerChamHeidelbergNewYorkDordrechtLondon
LibraryofCongressControlNumber:2014930574
©SpringerInternationalPublishingSwitzerland2014
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To Prof. Claire Castro

Preface
Four years have gone by since the fourth edition was published and much has
happened since then. Professionally, I have moved from industry to academia to
teach organic and medicinal chemistry. This change is reflected in my choice to
include most of the basic name reactions so that this book will be useful for my
undergraduate students. I have also had the opportunity to make corrections to
several quinoline- and isoquinoline-related mechanisms. In addition, new name
reactions haveemerged, and newreferencesappeared for old name reactions. I
haveadded27newnamereactionstoreflectthelatestdevelopmentsinorganic
chemistry and updated synthetic applications for each old name reaction. By
populardemand,abriefbiographicaldescriptionoftheinventorofnearlyevery
name reaction has been added to this edition.
As in previous editions each reaction is delineated by its detailed step-by-step,
electron-pushing mechanism, supplemented with the original and the latest
references, especially review articles. Now, with the addition of many synthetic
applications,thisbookisnotonlyanindispensableresourceforseniorundergradu-
ateandgraduatestudentsforlearningmechanismsandthesyntheticutilityofname
reactionsandpreparingfortheirexams,butitisalsoagoodreferencebookforall
organicchemistsinbothindustryandacademia.
I wish to thank Dr. Jonathan W. Lockner at Scripps Research Institute and
Dr. JunCindyShiofBristol-MyersSquibbfortheirhelpinpreparingandproofreading
themanuscript.IalsowishtothankProf.NeilK.GargatUCLAandhisstudents,
Grace Chiou, Adam Goetz, Liana Hie, Dr. Travis McMahon, Tejas Shah, Noah
Fine Nathel, Joel M. Smith, Amanda Silberstein, and Evan D. Styduhar for
proofreading the final version of the manuscript. Their knowledge and input have
tremendously enhanced the quality of this book. Any remaining errors are, of
course,solelymyownresponsibility.
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