Helvetica chimica acta

Intramolecular asymmetric amidations of sulfonamides and sulfamates catalyzed by chiral dirhodium (II) complexes

C Fruit, P Mueller

Index: Fruit, Corinne; Mueller, Paul Helvetica Chimica Acta, 2004 , vol. 87, # 7 p. 1607 - 1615

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Citation Number: 67

Abstract

Abstract Enantioselective intramolecular amidation of aliphatic sulfonamides was achieved for the first time by means of chiral carboxylatodirhodium (II) catalysts in conjunction with PhI (OAc) 2 and MgO in high yields and with enantioselectivities of up to 66%(Scheme 3, Table 1). The best results were obtained with [Rh 2 {(S)-nttl) 4] and [Rh 2 {(R)-ntv) 4] as catalysts ((S)-nttl=(αS)-α-(tert-butyl)-1, 3-dioxo-2H-benz [de] isoquinoline-2-acetato,(R)-nto=(αR)-α- ...