Effects of substituent modification on face selection in reduction

被引：16

作者：

Jones, CD ^{[1
]}

Kaselj, M ^{[1
]}

Salvatore, RN ^{[1
]}

le Noble, WJ ^{[1
]}

机构：

[1] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 08期

关键词：

D O I：

10.1021/jo9721296

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：2758 / 2760

页数：3

共 20 条

[1] ELECTROSTATIC VS HYPERCONJUGATIVE EFFECTS AS STEREOINDUCTIVE FACTORS IN THE ADAMANTANE RING-SYSTEM [J].

ADCOCK, W ;

COTTON, J ;

TROUT, NA .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (07) :1867-1876

[2] Diastereofacial selectivity in reactions of 5-substituted (X) adamant-2-yl cations: Manifestations of electron demand [J].

Adcock, W ;

Head, NJ ;

Lokan, NR ;

Trout, NA .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (18) :6177-6182

[3] GEOMETRIC EQUIVALENTS OF ENANTIOMERS IN STUDIES OF THE STEREOCHEMICAL COURSE OF SUBSTITUTION AT CARBON - ELECTRONIC EFFECTS IN NUCLEOPHILIC-ADDITION TO CARBONYL GROUPS AND TO CARBOCATIONS - VIRTUAL PROOF OF THE EXISTENCE OF SIGMA-PARTICIPATION BY UNSTRAINED CARBON CARBON BONDS [J].

CHEUNG, CK ;

TSENG, LT ;

LIN, MH ;

SRIVASTAVA, S ;

LENOBLE, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (07) :1598-1605

[4]

CHEUNG K, 1987, J AM CHEM SOC, V109, P7239

[5] Face selectivity in the 1,3-dipolar cycloaddition reactions of benzonitrile oxide with 5-substituted adamantane-2-thiones and 2-methyleneadamantanes [J].

Chung, WS ;

Tsai, TL ;

Ho, CC ;

Chiang, MYN ;

leNoble, WJ .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14) :4672-4676

[6]

CIEPLAK AS, 1981, J AM CHEM SOC, V103, P4540, DOI 10.1021/ja00405a041

[7]

GELUK HW, 1972, SYNTH-INT J METHODS, P374

[8] Enhanced stereoselectivity in the capture of a 5-substituted 2-adamantyl radical by substitution of C-5 by negative boron [J].

Gonikberg, EM ;

Picart, F ;

leNoble, WJ .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9588-9590

[9] Enhanced stereoselectivity in the capture of a 5-substituted 2-adamantyl radical by substitution of C-5 by negative boron (vol 61, pg 9589, 1996) [J].

Gonikberg, EM ;

Picart, F ;

leNoble, WJ .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14) :4885-4885

[10] STRONGLY ENHANCED STEREOSELECTIVITY IN THE REDUCTION OF 5-SUBSTITUTED ADAMANTANONES BY SUBSTITUTION OF C5 BY POSITIVE NITROGEN [J].

HAHN, JM ;

LENOBLE, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1916-1917

← 1 2 →