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Cross‐coupling between 3‐buten‐2‐ol ( 2 ) and aldehyde in the presence of a catalytic amount of [RuCl 2 (PPh 3 ) 3 ] has been developed, through a tandem olefin migration/aldol reaction in a water/toluene mixture. The presence of In(OAc) 3 promoted the aldol reaction with α‐vinylbenzyl alcohol ( 4 ) and aldehyde, while treatment of 3‐buten‐2‐ol ( 2 ) with imines generated Mannich‐type reaction products; syn isomers were formed as the major diastereomers for the aldol products 3a − 3g and 5a − 5e and the Mannich products 7a − 7g . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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Wang et al. (2003) studied this question.
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