Asymmetric hydrogenation of 3-alkylidene-2-piperidones using Noyori's catalyst. Effect of N-substituents on the enantioselectivity

John Y.L. Chung; Dalian Zhao; David L. Hughes; James M. McNamara; Edward J.J. Grabowski; Paul J. Reider

doi:10.1016/0040-4039(95)01546-9

Asymmetric hydrogenation of 3-alkylidene-2-piperidones using Noyori's catalyst. Effect of N-substituents on the enantioselectivity

John Y.L. Chung
, Dalian Zhao
, David L. Hughes
, James M. McNamara
, Edward J.J. Grabowski
, Paul J. Reider

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

The enantioselectivity in the asymmetric hydrogenation of 3-alkylidene-2-piperidones catalyzed by BINAP-Ru(II) complex was found to be significantly effected by the internal substituents on the lactam nitrogen, affording the corresponding 3-alkyl-2-piperidones in 52-92% ee.

Original language	English (US)
Pages (from-to)	7379-7382
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	41
DOIs	https://doi.org/10.1016/0040-4039(95)01546-9
State	Published - Oct 9 1995
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)01546-9

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title = "Asymmetric hydrogenation of 3-alkylidene-2-piperidones using Noyori's catalyst. Effect of N-substituents on the enantioselectivity",

abstract = "The enantioselectivity in the asymmetric hydrogenation of 3-alkylidene-2-piperidones catalyzed by BINAP-Ru(II) complex was found to be significantly effected by the internal substituents on the lactam nitrogen, affording the corresponding 3-alkyl-2-piperidones in 52-92\% ee.",

author = "Chung, \{John Y.L.\} and Dalian Zhao and Hughes, \{David L.\} and McNamara, \{James M.\} and Grabowski, \{Edward J.J.\} and Reider, \{Paul J.\}",

year = "1995",

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doi = "10.1016/0040-4039(95)01546-9",

language = "English (US)",

volume = "36",

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journal = "Tetrahedron Letters",

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T1 - Asymmetric hydrogenation of 3-alkylidene-2-piperidones using Noyori's catalyst. Effect of N-substituents on the enantioselectivity

AU - Chung, John Y.L.

AU - Zhao, Dalian

AU - Hughes, David L.

AU - McNamara, James M.

AU - Grabowski, Edward J.J.

AU - Reider, Paul J.

PY - 1995/10/9

Y1 - 1995/10/9

N2 - The enantioselectivity in the asymmetric hydrogenation of 3-alkylidene-2-piperidones catalyzed by BINAP-Ru(II) complex was found to be significantly effected by the internal substituents on the lactam nitrogen, affording the corresponding 3-alkyl-2-piperidones in 52-92% ee.

AB - The enantioselectivity in the asymmetric hydrogenation of 3-alkylidene-2-piperidones catalyzed by BINAP-Ru(II) complex was found to be significantly effected by the internal substituents on the lactam nitrogen, affording the corresponding 3-alkyl-2-piperidones in 52-92% ee.

UR - https://www.scopus.com/pages/publications/0029097041

UR - https://www.scopus.com/pages/publications/0029097041#tab=citedBy

U2 - 10.1016/0040-4039(95)01546-9

DO - 10.1016/0040-4039(95)01546-9

M3 - Article

AN - SCOPUS:0029097041

SN - 0040-4039

VL - 36

SP - 7379

EP - 7382

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -

Asymmetric hydrogenation of 3-alkylidene-2-piperidones using Noyori's catalyst. Effect of N-substituents on the enantioselectivity

Abstract

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