Functional Group Transformations

Dess-Martin Oxidation (Dess-Martin Periodinane, DMP)

Using PCC (Pyridinium Chlorochromate)

Using PDC (Pyridinium Dichromate)

Swern Oxidation (DMSO, Oxalyl chloride)

Pfitzner-Moffatt Oxidation (DMSO, DCC, acid)

Using MnO₂

Swern Oxidation variant (DMSO, TFAA)

Parikh–Doering oxidation (DMSO, py.SO₃)

Corey-Kim Oxidation (DMSO, NCS)

Using SOCl₂

Appel reaction (PPh₃, CCl₄)

Using Cyanuric chloride

Appel reaction (PPh₃, CBr₄)

Using HBr

Appel reaction (PPh₃, I₂, Im)

Using DAST

Using Deoxofluor (BAST)

Using MsCl, base

Using Tosyl Cl, base

Using Tf₂O, base

Mitsunobu reaction (Azide formation)

Using DPPA

Williamson synthesis

Mitsunobu reaction (ether formation)

Using Jones Reagent

Using NMO, TPAP (cat.)

Using NaClO, TEMPO (cat.)

NaBH₄ reduction

DIBAL-H reduction

Wittig and Wittig-Horner reactions

Tebbe and Petasis Olefinations (for terminal alkenes)

Schlosser Modification of Wittig reaction

Using DAST

Using Deoxofluor (BAST)

Corey-Fuchs reaction, followed by n-BuLi (2 steps)

Wolff-Kishner reduction

Clemmensen reduction

Thioacetal, followed by reduction (2 steps)

LAH or LiAlH₄ reduction

Borane Reductions (using BH₃.THF or BH₃.Me₂S, BMS)

Acid activation, followed by NaBH₄ reduction

Using NaBH₄, I₂

Using DCC

Using EDCI

Using T3P

Using HBTU

Using HATU

Using TBTU

Using BOP

Using py.BOP

Using Mukaiyama reagent

Using NHS esters

Using TSTU

acid chloride, followed by amine

acid anhydride, followed by amine

Esterification, followed by amine

Fischer Esterification

Using SOCl₂, followed by alcohol

Mitsunobu reaction (Ester formation)

Steglich Esterification (for t-butyl ester)

Using Me₂SO₄ (for methyl ester)

Using MeI, base (for methyl ester)

LAH or LiAlH₄ reduction

DIBAL-H Reduction

Using NaBH₄

Using LiBH₄

Ester hydrolysis

DIBAL-H Reduction (at -78^o C)

Reduction to Alcohol, followed by oxidation to aldehyde (2 steps)

Hydrolysis of Nitrile

Using LiAlH₄ reduction

Pd/C reduction

Raney Ni reduction

DIBAL-H Reduction

Using Urea-Hydrogen peroxide (UHP)

Pinner reaction (HCl, alcohol)

LAH or LiAlH₄ reduction

Borane Reductions (using BH₃.THF or BH₃.Me₂S, BMS)

Hydrolysis of Amide

Hofmann rearrangement (for 1^o amide only)

Using POCl₃

Using SOCl₂

Using T3P

Using TFAA

Using Cyanuric chloride

S_NAr rean – F or Cl displacement