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American Chemical Society, Organic Letters, 23(5), p. 4341-4344, 2003

DOI: 10.1021/ol035617a

Wiley-VCH Verlag, ChemInform, 12(35), 2004

DOI: 10.1002/chin.200412192

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A flexible approach to (S)-5-alkyl tetramic acid derivatives: Application to the asymmetric synthesis of (+)-preussin and protected (3S,4S)-AHPPA

Journal article published in 2003 by Pq Huang ORCID, 黄培强, 阮源萍, Tj Wu, Yp Ruan
This paper was not found in any repository; the policy of its publisher is unknown or unclear.
This paper was not found in any repository; the policy of its publisher is unknown or unclear.

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Abstract

A flexible asymmetric approach to 5-alkyl tetramic acid derivatives is described, which is based on the use of 9 as the first synthetic equivalent to chiral nonracemic tetramic acid 5-carbanionic synthon 9b. The existence of the carbanion intermediate 9b was proven by trapping with trimethylchlorosilane. Application of the present method to the synthesis of antifungal alkaloid (+)-preussin, as well as protected (3S,4S)-AHPPA 6, is also described.