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American Chemical Society, Organic Letters, 11(5), p. 1927-1929, 2003

DOI: 10.1021/ol034505g

Wiley-VCH Verlag, ChemInform, 38(34), 2003

DOI: 10.1002/chin.200338208

American Chemical Society, Organic Letters, 11(6), p. 1881-1881, 2004

DOI: 10.1021/ol049387r

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Asymmetric synthesis of (+)-L-733, 060 and (+)-CP-99, 994 based on a new chiral 3-piperidinol synthon

Journal article published in 2003 by Pq Huang ORCID, 黄培强, 阮源萍, Lx Liu, Bg Wei, Yp Ruan
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

[GRAPHIC] Selective and potent neurokinin substance P receptor antagonists (+)-L-733, 060 (1) and (+)-CP-99, 994 (2) have been synthesized starting from a new (3S)-piperidinol synthon derived from L-glutamic acid. The methods featured a C-2 regioselective reduction of glutarimide (9), Lewis acid-promoted Si to C-2 phenyl group migration of 10, and stereoselective reduction of acetylated oxime 19 as the key steps.