Synthesis of highly enantioenriched chiral α-aminoorganotins via diastereoselective ring opening of chiral N-(Arenesulfonyl) 2-tributylstannyloxazolidines

…, I Beaudet, M Evain, JP Quintard

Index: Parrain, Jean-Luc; Beaudet, Isabelle; Cintrat, Jean-Christophe; Duchene, Alain; Quintard, Jean-Paul Bulletin de la Societe Chimique de France, 1994 , vol. 131, # 3 p. 304 - 312

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Citation Number: 6

Abstract

trans-N-(Arenesulfonyl)-2-tributylstannyloxazolidines derived from (R)-phenylglycinol were diastereoselectively ring-opened by soft organometallic reagents in the presence of BF3· OEt2. Both higher order organocuprates and allyltributyltin afforded the desired products in