ROLE OF HETEROCYCLES ON THE STEREOSELECTIVE REACTIONS OF α-SULFINYL CARBANIONS USING OPTICALLY ACTIVE 2-PYRIDYLMETHYL P-TOLYL AND 2-(N-METHYLIMIDAZOLYL)METHYL p-TOLYL SULFOXIDES WITH ALDEHYDES
Optically active 2-pyridylmethyl p-tolyl (1) and 2-(N-methylimidazolyl)methyl p-tolyl sulfoxides (2) were synthesised and the reactions of their chiral α-sulfinyl carbanions with aldehydes afforded stereoselectively the condensation products.The absolute configurations of the products were determined by X-ray crystallographic analysis and chemical reactions.The mechanism for the reaction is described.
Furukawa, Naomichi,Sagae, Takahiro,Ogawa, Satoshi
p. 679 - 684
(2007/10/02)
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