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1.
Chem Commun (Camb) ; 46(32): 5930-2, 2010 Aug 28.
Artigo em Inglês | MEDLINE | ID: mdl-20596594

RESUMO

The NaOH-catalyzed first sequential Mukaiyama-Michael reaction/crossed-Claisen condensation is developed using two molar ketene silyl acetals and one molar alpha,beta-unsaturated esters in either a stepwise or one-pot manner.

2.
J Org Chem ; 72(21): 8142-5, 2007 Oct 12.
Artigo em Inglês | MEDLINE | ID: mdl-17877405

RESUMO

We developed an efficient, practical, robust method for the regio- and stereoselective preparation of (E)-ketene trimethylsilyl acetals (KSAs) derived from tert-butyl esters 1. The reaction was performed under convenient reaction conditions; LDA-TMSCl, 0-5 degrees C, and cyclopentyl methyl ether (CPME) solvent. Two kinds of (Z)- and (E)-KSAs derived from alpha-oxygen and alpha-nitrogen-substituted tert-butyl esters, respectively, were also obtained in good yield. The present protocol was successfully applied to a stereocontrolled preparation of useful, but highly reactive (less accessible) beta-ketoester-derived tert-butyl (1Z,3E)-1,3-bis(TMS)dienol ethers 2.

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