Alcohol to Ketone
(COCl)2, DMSO
then NEt3
What is Swern Oxidation?
Adding H2O (-OH, -H) across double bond
What is hydration?
Mix Mg-metal and alkyl halide
What is Grignard?
The reagent to make alkyl chloride from alcohol
What is SOCl2
PCl3 or PCl5
PPh3 + CCl4?
Alkyl tosylate & strong base (tBuOK or DBU)
What is E2 elimination?
hypervalent iodine periodinane reagent
What is Dess-Martin Oxidation?
Adding H-BR2 (-H, -BR2) across double-bond
What is hydroboration?
"mild" hydride (H:-) reagent
reduces aldehydes & ketones, not esters & amides
What is NaBH4?
This reagent is used to make alkyl bromide from alcohol
What is PBr3
PPh3 + Br2 or CBr4?
Adding phosphonium ylide to carbonyl
What is Wittig reaction?
Uses CrO3 + H2SO4
What is Jones oxidation?
Adding H-X (-H, -X) across double-bond
where -X is a halogen
Mix nBuLi and aryl halide
What is an aryl-lithium reagent?
What is Na-I?
Using stabilized phosphorus ylide and carbonyl
Horner-Wadsworth-Emmons (HWE) reaction
Al(OiPr)3 in acetone
What is Oppenauer Oxidation?
Form a three-membered ring with an oxygen
What is epoxidation?
What is Corey-Chaykovsky epoxidation?
What is PPh3 + CBr4?
1,7-octadiene and Grubbs catalyst
What is olefin metathesis?
TPAP, NMO
Form a three-membered ring with another carbon
What is cyclopropanation?
You use this chiral allyl boron reagent synthesized from pinene for asymmetric ketone allylation
(–)-Ipc2B-allyl
What is a Brown allylation?
What is Na-Br and a Lewis acid (BF3)?
Partial reduction of alkyne with H2 gas
What is Lindlar's catalyst reduction?