T. Aida

Stereoselection in the condensation between ethyl propionate and aldehydes

Abstract Ethyl propionate can be converted stereoselectively into geometrical isomers of O-ethyl-O-trimethylsilylmethylketene acetal ( 5 ). The E-isomer of 5 condenses with aldehydes by titanium tetrachloride to give stereoselectively the threo isomers of ethyl 2-methyl-3-hydroxy carboxylates.

High yield preparation of cyclic disulfides using alkyltin thiolates

Abstract Cyclic disulfides with ring sizes ranging from 5 to 10 are formed by iodination or bromi nation of alkyltin thiolates without the need of high dilution.

Facile preparation of thiol esters from organotin mercaptides and acyl chlorides

Abstract Organotin mercaptides condense with acyl chlorides to give thiol esters in excellent yield. Of note are efficient syntheses of t -butyl and phenyl thiol esters.

α,α′-diiodosulfides a useful preparation of divinylic sulfides

Abstract Symmetric and unsymmetric divinylic sulfides can be prepared almost quantitatively by the elimination of HI by base from the corresponding α,α′-diiodosulfide. These molecules are quantitatively formed in situ from α,α′- bis trimethylsilosulfides and iodotrimethylsilane under mild conditions.

A facile preparation of vinyl sulfides

Abstract Vinyl sulfides are formed in high yield by the alkylation of trimethylsiloxy mercaptides.

A General, high-yield preparation of thiosulfinate esters using organotin precursors

Abstract A variety of thiosulfinate esters are produced in >90% isolated yield by the reaction of organotin thiolates with sulfinyl chlorides.

Reaction of α,α′ - bis(trimethylsiloxy) sulfides with low valent titanium reagents

We have shown that low valent titanium reagents reductively couple α,α′ -bis-(trimethylsiloxy) sulfidees giving olefins in good yield. With unsymmetrical 1, mixed olefins are obtained suggesting an intermolecular pathway. Finally, we have demonstrated that trans-episulfide 3 is quantitatively converted to trans-stilbene.