THE CHEMISTRY OF (R)-5-TRIMETHYLSILYL-2-CYCLOHEXENONES AND (S)-5-TRIMETHYLSILYL-2-CYCLOHEXENONES

被引：5

作者：

ASAOKA, M

TAKEI, H

机构：

[1] Department of Life Chemistry, Tokyo Institute of Technology

来源：

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 1990年 / 48卷 / 03期

关键词：

D O I：

10.5059/yukigoseikyokaishi.48.216

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation and the reaction of enantiomerically pure (R) – and (S)-5-trimethylsilyl-2-cyclohexenone are described. The enones can undergo diastereospecific alkylation or conjugate addition leading to the corresponding substituted cyclohexe (a) nones with a newly created tertiary or quaternary chiral center. The synthesis of some optically active natural products utilizing the enantiomerically pure enones are also described. © 1990, The Society of Synthetic Organic Chemistry, Japan. All rights reserved.

引用

页码：216 / 228

页数：13

共 27 条

[11] ASAOKA M, IN PRESS TETRAHEDRON
[12] ASAOKA M, UNPUB TETRAHEDRON
[13] ASAOKA M, 1988, CHEM LETT, P1665
[14] ASASOKA M, 1987, TETRAHEDRON LETT, V28, P5669
[15] BERRADA S, 1986, B SOC CHIM FR, P817
[16] Hanessian S., 1983, TOTAL SYNTHESIS NATU
[17] ADDITION OF AROMATIC THIOLS TO CONJUGATED CYCLOALKENONES, CATALYZED BY CHIRAL BETA-HYDROXY AMINES - A MECHANISTIC STUDY ON HOMOGENEOUS CATALYTIC ASYMMETRIC-SYNTHESIS
HIEMSTRA, H
WYNBERG, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (02) : 417 - 430
[18] HIEMSTRA H, 1980, THESIS U GRONINGEN N
[19] ME3SICL/HMPA ACCELERATED CONJUGATE ADDITION OF CATALYTIC COPPER REAGENT - STEREOSELECTIVE SYNTHESIS OF ENOL SILYL ETHER OF ALDEHYDE
HORIGUCHI, Y
MATSUZAWA, S
NAKAMURA, E
KUWAJIMA, I
[J]. TETRAHEDRON LETTERS, 1986, 27 (34) : 4025 - 4028
[20] CHEMISTRY OF CARBANIONS .17. ADDITION OF METHYL ORGANOMETALLIC REAGENTS TO CYCLOHEXENONE DERIVATIVES
HOUSE, HO
FISCHER, WF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (03) : 949 - &

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