A new synthetic route to (-)-cassine via asymmetric aminohydroxylation

被引：18

作者：

Kim, Guncheol ^{[1
]}

Kim, Nakjeong ^{[1
]}

机构：

[1] Chungnam Natl Univ, Dept Chem, Coll Nat Sci, Taejon 305764, South Korea

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 26期

关键词：

(-)-cassine; asymmetric aminohydroxylation; reductive amination; hydrogenation;

D O I：

10.1016/j.tetlet.2007.05.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：4481 / 4483

页数：3

共 24 条

[1] The Sharpless asymmetric aminohydroxylation [J].

Bodkin, JA ;

McLeod, MD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (24) :2733-2746

[2] BIOACTIVE AND OTHER PIPERIDINE ALKALOIDS FROM CASSIA-LEPTOPHYLLA [J].

BOLZANI, VD ;

GUNATILAKA, AAL ;

KINGSTON, DGI .

TETRAHEDRON, 1995, 51 (21) :5929-5934

[3] A general asymmetric route for the synthesis of the alexine and australine family of pyrrolizidine alkaloids.: The first asymmetric synthesis of 1,2-diepi-alexine and 1,2,7-triepi-australine [J].

Chikkanna, D ;

Singh, OV ;

Kong, SB ;

Han, H .

TETRAHEDRON LETTERS, 2005, 46 (51) :8865-8868

[4]

FODOR G, 1972, SYNTH-INT J METHODS, P464

[5] PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS [J].

GRIFFITH, WP ;

LEY, SV ;

WHITCOMBE, GP ;

WHITE, AD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) :1625-1627

[6]

HASSEBERG HA, 1989, LIEBIGS ANN CHEM, P255

[7] An expeditious stereoselective synthesis of natural (-)-Cassine via cascade HWE [3+2]-cycloaddition process [J].

Herdeis, C ;

Küpper, P ;

Plé, S .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (03) :524-529

[8] An asymmetric aminohydroxylation route to cis-2,6-disubstituted piperidine-3-ol:: application to the synthesis of (-)-deoxocassine [J].

Kandula, Subba Rao V. ;

Kumar, Pradeep .

TETRAHEDRON, 2006, 62 (42) :9942-9948

[9] Hydrogenation condition for sequential processes to (+)-trifluoromethyl monomorine [J].

Kim, G ;

Kim, N .

TETRAHEDRON LETTERS, 2005, 46 (03) :423-425

[10] One-pot hydrogenation conditions for a sequential process to (+)-monomorine [J].

Kim, G ;

Jung, SD ;

Lee, EJ ;

Kim, N .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (13) :5395-5398

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