Transformation of tetrahydropyranyl ether of allylic alcohol into 7-octene-1,5-diol by means of trialkylmanganate

被引：4

作者：

Nishikawa, T ^{[1
]}

Nakamura, T ^{[1
]}

Kakiya, H ^{[1
]}

Yorimitsu, H ^{[1
]}

Shinokubo, H ^{[1
]}

Oshima, K ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Sakyo Ku, Kyoto 6068501, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 36期

关键词：

manganese; manganese compounds; allylation; acetals; diols;

D O I：

10.1016/S0040-4039(99)01319-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of tetrahydropyranyl (or tetrahydrofuranyl) ether of allylic alcohol with tributylmanganate provided 7-octene-1,5-diol (or 6-hepten-1,4-diol) in good yields. The reaction of propargylic tetrahydropyranyl ether with tributylmanganate is also described. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6613 / 6616

页数：4

共 16 条

[1] ORGANOMANGANESE(II) REAGENTS .22. COPPER-CATALYZED CONJUGATE ADDITION OF ORGANOMANGANESE REAGENTS TO ALPHA,BETA-ETHYLENIC ESTERS
CAHIEZ, G
ALAMI, M
[J]. TETRAHEDRON LETTERS, 1990, 31 (51) : 7423 - 7424
[2] ORGANOMANGANESE(II) REAGENTS .15. CONJUGATE ADDITION OF ORGANOMANGANESE REAGENTS TO ALKYLIDENEMALONIC ESTERS AND RELATED-COMPOUNDS
CAHIEZ, G
ALAMI, M
[J]. TETRAHEDRON, 1989, 45 (13) : 4163 - 4176
[3] Cahiez G., 1995, ENCY REAGENTS ORGANI, P3227
[4] SELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
EINHORN, C
LUCHE, JL
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 322 (02) : 177 - 183
[5] Preparation of allyl-, alkenyl- and of functionalized arylmanganese reagents by oxidative insertion of manganese-graphite into organic halides
Furstner, A
Brunner, H
[J]. TETRAHEDRON LETTERS, 1996, 37 (39) : 7009 - 7012
[6] GRIGNARD-TYPE CARBONYL ADDITION OF ALLYL UNIT WITH MNCL2-LIALH4 REAGENT
HIYAMA, T
OBAYASHI, M
NAKAMURA, A
[J]. ORGANOMETALLICS, 1982, 1 (09) : 1249 - 1251
[7] CARBON CARBON BOND FORMATION WITH METALLIC MANGANESE
HIYAMA, T
SAWAHATA, M
OBAYASHI, M
[J]. CHEMISTRY LETTERS, 1983, (08) : 1237 - 1238
[8] HOJO M, 1997, J CHEM SOC CHEM COMM, V21, P2077
[9] Direct formation of organomanganese bromides using Rieke manganese
Kim, SH
Hanson, MV
Rieke, RD
[J]. TETRAHEDRON LETTERS, 1996, 37 (13) : 2197 - 2200
[10] NRMANT JF, 1983, ORGANOMANGANOUS REAG, V3

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