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1 2-metalate rearrangement

aldol condensation

aliphatic alcohol

allyl beta-ketoester

allyl carbamothioate

allylic alcohol

allylic alkylation

allylic etherification

allylic nucleophile

alpha-amido aldehyde

alpha-arylation

alpha-halo carbonyl

alpha-haloacrylates

alpha-propargylic conjugated system

arene functionalization

aryl alkynyl ketone

aryl allyl ether

aryl tosyl-mesylate

arylative alkylation

asymmetric deprotonation

azodicarboxylate

azomethine imine

azomethine ylide

baeyer-villiger

benzoin cyclization

benzoin hydroacylation

benzylic halide

bis(pinacolato)dibor- on

brook rearrangement

carbometalation

carboxylic acid

chelation stereocontrol

chiral auxiliary

chiral bronsted acid

cinchona alkaloid

claisen rearrangement

click chemistry

conjugated system

Cope rearrangement

Cross-Metathesis

cyclohexadienone

cycloisomerization

cyclopropanation

decarbonylation

Decarboxylation

dehydrogenation

dialkylidene ketone

dihydropyranone

dihydropyrazole

dihydropyridine

dipolar cycloaddition

directing group

electrocyclic reaction

electrophilic conj. system

enantioselective protonation

friedel-crafts alkylation

Fries rearrangement

gamma-keto acid

heterocycle functionalization

homoallylic amine

homoallylic nitrone

hydroformylation

hydrostannylation

Ireland-Claisen Rearrangement

Lewis base catalysis

macrolactamization

Martin sulfurane

metal carbenoid

meyer-schuster rearrangement

Michael addition

morita-baylis-hillma- n

multi-carbocycle

multi-component reaction

N-acyl dehydroamino ester

N-allylhydrazone

N-tert-butanesulfiny- l

Nazarov cyclization

O-alkyl carbamate

oxidative annulation

oxidative cyclization

Petasis Reaction

phase-transfer catalyst

phosphinooxazoline

Phosphoric acid

phosphorodiamidate

Phosphorylation

pictet-spengler

polar dipolarophilic cyclization

primary alcohol

prins cyclization

propargylic alcohol

proton transfer catalysis

pyridine-N-oxide

pyridinium ylide

radical cyclization

reductive aldol

retro brook rearragement

retro-allylation

reversed reactivity

ring-closing metathesis

silacyclopropane

silylene transfer reaction

Sommelet-Hauser rearrangement

sulfonylimidate

tandem transformation

tetrahydropyran

Tishchenko hydroacylation

trifluoroborate

[2 3] sigmatropic rearrangement

[3 2] annulation

[3 4] annulation

[33] sigmatropic rearrangement

[4 2] annulation

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Catalytic Asymmetric Synthesis of Allylic Thiol Derivatives

Larry Overman, * Scott W. Roberts, and Helen Sneddon

Organic Letters 10 (7), 1485-8 (13 Mar 2008)

info:doi/10.1021/ol8002942

Via [3+3] sigmatropic rearrangement under Pd catalysis, prochiral O-allyl carbamothioates are converted to enantiopure S-allyl carbamothioates, which can be further reduced to allylic thiols. Note that O-allyl carbamothioates can be easily prepared from its allylic alcohol precursors.

Posted by jsuh to allylic thiol allyl carbamothioate [33] sigmatropic rearrangement palladium Cobalt on Thu Mar 27 2008 at 17:04 UTC | info | related

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