Preparation of optically pure ω-hydroxymethyl lactams

SB Huang, JS Nelson, DD Weller

Index: Huang, Sung-Ben; Nelson, Jeffrey S.; Weller, Dwight D. Synthetic Communications, 1989 , vol. 19, # 20 p. 3485 - 3496

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Citation Number: 24

Abstract

Abstract: Thermal cyclization of L-glutamate and La-aminoadipate to the corresponding lactam esters can be achieved without racemization. LiBQ reduction of the esters provides optically pure hydroxymethyl lactams. ... Derivatives of naturally occuring a-amino acids are of enormous synthetic ... 5a gave 1 in only 51% optical purity as measured by conversion to the natural ... Because of the importance of these compounds as chiral precursors, we have