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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 19, Number 4
BKCSDE 19(4)
April 20, 1998 

The Interaction of Chiral Amino Thiols with Organozinc Reagents and Aldehydes: A Mechanism of Amino Thiol-Catalyzed Addition of Organozinc Reagents to Aldehydes
Jahyo Kang*, Jin Bum Kim, Jeeyoung Kim, Duckhwan Lee*
Details of various equilibria involved in the reactions of oxaza- and thiazazincolidine catalysts, generated from either β-amino alcohol or β-amino thiol, with aldehyde were studied by colligative measurements. The results indicated that the coordination of diethylzinc prior to the coordination of aldehyde is essential for high enantioselectivity of the thiol catalyzed reaction. The probable origin of asymmetric nonlinearity is also presented.
475 - 481
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