#  Chemistry 115 Handouts 

 



We are pleased to provide the following series of chemistry handouts to anyone who might benefit from reading them and do so free of charge. The handouts have been extensively updated to introduce new topics and provide the latest, best summaries of the chemistry literature. These handouts were created as part of an advanced course on the synthesis of complex molecules. Many individuals participated in creating these handouts and wherever possible we have attempted to identify co-authors at the bottom of the relevant documents. We would like to acknowledge with gratitude the efforts of a number of Pfizer scientists who selflessly gave of their free time to help with the latest updates; they are acknowledged within the handouts. Over several years we have received many requests to permit these handouts to be used in ongoing courses in many different institutions. These requests have always been granted. Please feel free to use these materials to further chemistry teaching. We welcome corrections, comments, and ideas to improve the handouts.

1\. [Lithium-Halogen Exchange](/file_url/124)  
2\. [Organolithium Reagents](/file_url/125)  
3\. [Directed Ortho Metalation](/file_url/126)  
4\. [Magnesium-Halogen Exchange](/file_url/127)  
5\. [Reduction](/file_url/128)  
6\. [Oxidation](/file_url/129)  
7\. [Protective Groups – Silicon-Based Protection of the Hydroxyl Group](/file_url/130)  
8\. [Birch Reduction](/file_url/131)  
9\. [Asymmetric Alkylation of Enolates](/file_url/132)  
10\. [Stereoselective, Directed Aldol Reaction](/file_url/133)  
11\. [The Stille Reaction](/file_url/134)  
12\. [The Suzuki Reaction](/file_url/135)  
13\. [The Heck Reaction](http://faculty.chemistry.harvard.edu/files/myers/files/heck_3-20-17.pdf)  
14\. [Asymmetric Allylation Reactions](/file_url/137)  
15\. [Synthesis of Chiral Amines by Asymmetric Additions to *tert*-Butylsulfinimines (Ellman Auxiliary)](/file_url/138)  
16\. [The Nozaki–Hiyama–Kishi Reaction, Asymmetric Additions to Carbonyl Compounds](/file_url/139)  
17\. [Organozinc Reagents: Asymmetric Additions to Carbonyl Compounds](http://faculty.chemistry.harvard.edu/files/myers/files/zinc_final.pdf)  
18\. [The Noyori Asymmetric Hydrogenation Reaction](/file_url/141)  
19\. [Stereoselective Olefination Reactions: The Wittig Reaction](/file_url/142)  
20\. [Hydrozirconation and Carbozirconation](http://faculty.chemistry.harvard.edu/files/myers/files/hydrozirconation_-_final_0.pdf)  
21\. [C–N Bond-Forming Reactions: Reductive Amination](/file_url/143)  
22\. [C–O Bond-Forming Reactions: SN2 Reactions](/file_url/144)  
23\. [Sharpless Asymmetric Epoxidation Reaction](/file_url/145)  
24\. [Sharpless Asymmetric Dihydroxylation Reaction](/file_url/146)  
25\. [Shi Asymmetric Epoxidation Reaction](/file_url/147)  
26\. [Transformations of 2,3-Epoxy Alcohols](/file_url/148)  
27\. [Asymmetric Diels–Alder Reactions](/file_url/149)  
28\. [Anionic Cyclization Reactions](/file_url/150)  
29\. [Cyclopropanation](/file_url/151)  
30\. [Cyclobutane Synthesis](/file_url/152)  
31\. [5-Membered Ring Synthesis by Radical Cyclization](/file_url/153)  
32\. [The Olefin Metathesis Reaction](/file_url/154)  
33\. [Methods for Ring Contraction](/file_url/155)



 

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 Attachments- [  picture\_as\_pdf  13-the\_heck\_reaction.pdf ](/sites/g/files/omnuum7271/files/myers/files/13-the_heck_reaction.pdf)
 
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