Computational studies of effective asymmetric alkylation utilizing a chiral Schiff base derived from 2-hydroxy-3-pinanone .2.

被引：9

作者：

Matsumoto, T ^{[1
]}

Shioiri, T ^{[1
]}

Osawa, E ^{[1
]}

机构：

[1] TOYOHASHI UNIV TECHNOL, DEPT KNOWLEDGE BASED INFORMAT ENGN, TOYOHASHI, AICHI 441, JAPAN

来源：

TETRAHEDRON | 1996年 / 52卷 / 16期

关键词：

D O I：

10.1016/0040-4020(96)00227-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two proposed hypotheses concerning the mechanism of the effective asymmetric alkylation utilizing a chiral Schiff base derived from 2-hydroxy-3-pinanone 1 have been examined, including the influence of lithium and THF ligands. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：5971 / 5982

页数：12

共 49 条

[1] FURTHER INVESTIGATION OF THE NATURE OF THE C-LI BOND - STRUCTURES OF A PHENYLTHIOMETHYLLITHIUM COMPLEX AND OF A METHYLTHIOMETHYLLITHIUM COMPLEX [J].

AMSTUTZ, R ;

LAUBE, T ;

SCHWEIZER, WB ;

SEEBACH, D ;

DUNITZ, JD .

HELVETICA CHIMICA ACTA, 1984, 67 (01) :224-236

[2] OPTIMIZATION AND APPLICATION OF LITHIUM PARAMETERS FOR PM3 [J].

ANDERS, E ;

KOCH, R ;

FREUNSCHT, P .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1993, 14 (11) :1301-1312

[3] UNUSUAL STABILITY OF AN ALKYLLITHIUM DIMER - PREPARATION, PROPERTIES, AND DECOMPOSITION MECHANISM OF (TERT-BULI.2OET2)2 [J].

BATES, TF ;

CLARKE, MT ;

THOMAS, RD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (15) :5109-5112

[4] DIRECT COMPARISON OF THE SOLUTION STRUCTURE OF A C1-SYMMETRICAL PINANE-FUSED CYCLOPENTADIENYLLITHIUM WITH THE STEREOSELECTIVITY OF ITS CAPTURE BY ELECTROPHILES [J].

BAUER, W ;

SIVIK, MR ;

FRIEDRICH, D ;

SCHLEYER, PV ;

PAQUETTE, LA .

ORGANOMETALLICS, 1992, 11 (12) :4178-4189

[5] ISODICYCLOPENTADIENES AND RELATED MOLECULES .58. STRUCTURAL-ANALYSIS OF A CAMPHOR-DERIVED CYCLOPENTADIENYLLITHIUM COMPOUND BY NMR AND MNDO - A TERNARY EQUILIBRIUM IN TETRAHYDROFURAN [J].

BAUER, W ;

ODOHERTY, GA ;

SCHLEYER, PV ;

PAQUETTE, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7093-7100

[6] ATOMIC CHARGES DERIVED FROM SEMIEMPIRICAL METHODS [J].

BESLER, BH ;

MERZ, KM ;

KOLLMAN, PA .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (04) :431-439

[7] THE STRUCTURE OF LITHIUM COMPOUNDS OF SULFONES, SULFOXIMIDES, SULFOXIDES, THIOETHERS AND 1,3-DITHIANES, NITRILES, NITRO-COMPOUNDS AND HYDRAZONES [J].

BOCHE, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (03) :277-297

[8] THE STRUCTURE OF THE REFORMATSKY REAGENT [J].

DEKKER, J ;

BOERSMA, J ;

VANDERKERK, GJM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (10) :553-555

[9] CRYSTAL-STRUCTURE OF THE TETRAHYDROFURAN ADDUCT OF TRIS(TRIMETHYLSILYL)-METHYL-LITHIUM, [LI(THF)4][LI(C(SIME3)3)2], AN ATE DERIVATIVE OF LITHIUM [J].

EABORN, C ;

HITCHCOCK, PB ;

SMITH, JD ;

SULLIVAN, AC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (15) :827-828

[10] COVALENT CARBON-LITHIUM BRIDGED BONDING IN A TYPICAL ALKYNYL-LITHIUM COMPOUND [J].

FRAENKEL, G ;

PRAMANIK, P .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (24) :1527-1529

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