Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral α-amino acids

…, SG Davies, AC Garner, MD O'Shea

Index: Bull; Davies; Garner; O'Shea Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 24 p. 3281 - 3287

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Citation Number: 33

Abstract

Addition of a range of organocuprates to (S)-N, N′-bis (p-methoxybenzyl)-3-methylene-6- isopropylpiperazine-2, 5-dione 8 affords cis-3-isopropyl-6-alkyldiketopiperazines in excellent yield and> 95% de. Subsequent deprotection and hydrolysis of these cis-3- isopropyl-6-alkyldiketopiperazines affords homochiral (S)-α-amino acids in excellent yield.

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