ASYMMETRIC-SYNTHESIS VIA HETEROCONJUGATE ADDITION - VALINOL TEMPLATE AS OXAZOLIDINE HETEROOLEFIN VS ACETYLENIC NUCLEOPHILES

被引：20

作者：

ISOBE, M

HIROSE, Y

SHIMOKAWA, K

NISHIKAWA, T

GOTO, T

机构：

[1] Laboratory of Organic Chemistry, School of Agriculture, Nagoya University Chikusa, Nagoya

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)97882-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Abstract The diastereoselective CC bond forming reaction via heteroconjugate addition strategy was expanded for asymmetric synthesis. A valinol derivative was employed as chiral template to induce chelation control in the heteroconjugate addition of alkyls and alkynyls. © 1990.

引用

页码：5499 / 5502

页数：4

共 10 条

[1] SYNTHETIC STUDIES TOWARD MAYTANSINOIDS .3. PREPARATION OF THE OPTICALLY-ACTIVE INTERMEDIATES FROM D-MANNOSE
ISOBE, M
ICHIKAWA, Y
KITAMURA, M
GOTO, T
[J]. CHEMISTRY LETTERS, 1981, (04) : 457 - 460
[2] ACYCLIC STEREOCONTROL BY HETEROCONJUGATE ADDITION .4. ANTI-DIASTEREOSELECTION BY A BETA-CHELATION EFFECT
ISOBE, M
ICHIKAWA, Y
FUNABASHI, Y
MIO, S
GOTO, T
[J]. TETRAHEDRON, 1986, 42 (11) : 2863 - 2872
[3] SYNTHESIS OF A MARINE POLYETHER TOXIN, OKADAIC ACID .4. TOTAL SYNTHESIS
ISOBE, M
ICHIKAWA, Y
BAI, DL
MASAKI, H
GOTO, T
[J]. TETRAHEDRON, 1987, 43 (20) : 4767 - 4776
[4] SYNTHETIC STUDIES TOWARD MARINE TOXIC POLYETHERS (5) THE TOTAL SYNTHESIS OF OKADAIC ACID
ISOBE, M
ICHIKAWA, Y
GOTO, T
[J]. TETRAHEDRON LETTERS, 1986, 27 (08) : 963 - 966
[5] ACYCLIC STEREOCONTROL BY HETEROCONJUGATE ADDITION .3. DIASTEREOSELECTIVE SYNTHESIS OF EITHER SYN-DIASTEREOISOMER OR ANTI-DIASTEREOISOMER
ISOBE, M
FUNABASHI, Y
ICHIKAWA, Y
MIO, S
GOTO, T
[J]. TETRAHEDRON LETTERS, 1984, 25 (19) : 2021 - 2024
[6] ISOBE M, 1988, TETRAHEDRON LETT, V29, P4774
[7] STEREOCONTROLLED TOTAL SYNTHESIS OF (-)-MAYTANSINOL
KITAMURA, M
ISOBE, M
ICHIKAWA, Y
GOTO, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (11) : 3252 - 3257
[8] CONVENIENT SYNTHESIS OF ACETYLENES - CATALYTIC SUBSTITUTIONS OF ACETYLENIC HYDROGEN WITH BROMOALKENES, IODOARENES, AND BROMOPYRIDINES
SONOGASHIRA, K
TOHDA, Y
HAGIHARA, N
[J]. TETRAHEDRON LETTERS, 1975, (50) : 4467 - 4470
[9] STEREOSPECIFIC PALLADIUM-CATALYZED COUPLING REACTIONS OF VINYL IODIDES WITH ACETYLENIC TIN REAGENTS
STILLE, JK
SIMPSON, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) : 2138 - 2152
[10] Vollhardt K.P.C., 1985, TETRAHEDRON LETT, V26, P709, DOI [10.1016/S0040-4039(00)89115-7, DOI 10.1016/S0040-4039(00)89115-7]

← 1 →