Tetrahedron Letters

Studies in polypropionate synthesis: High π-face selectivity in syn and anti aldol reactions of chiral boron enolates of lactate-derived ketones

I Paterson, DJ Wallace, SM Velázquez

Index: Paterson, Ian; Wallace, Debra J.; Velazquez, Silvia M. Tetrahedron Letters, 1994 , vol. 35, # 48 p. 9083 - 9086

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Citation Number: 125

Abstract

Abstract Use of c Hex 2 BCl/Me 2 NEt in the aldol reactions of the α′-benzoyloxy ketone 7 with aldehydes leads to high stereoselectivity (97–99.5% ds) for the crystalline anti adducts 11. Under similar conditions, the corresponding benzyl ether 6 favours formation of the syn adducts 9.