THE OPENING OF TRANS-2-3-EPOXY-1-BUTANOL DERIVATIVES WITH ORGANOMETALLIC REAGENTS

被引：37

作者：

SKRYDSTRUP, T ^{[1
]}

BENECHIE, M ^{[1
]}

KHUONGHUU, F ^{[1
]}

机构：

[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(00)97263-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The opening of trans-2-3-epoxy-butan-1-ol derivatives with various organometallic reagents was studied to find the best conditions necessary to obtain convenient yields and regioselectivities for their application in natural product synthesis. © 1990.

引用

页码：7145 / 7148

页数：4

共 15 条

[1] BORON-TRIFLUORIDE ASSISTED OPENING OF EPOXIDES BY LITHIUM ALKENYL ALUMINATE REAGENTS [J].

ALEXAKIS, A ;

JACHIET, D .

TETRAHEDRON, 1989, 45 (19) :6197-6202

[2]

ALEXAKIS A, 1986, TETRAHEDRON, V42, P3607

[3]

BENECHIE M, UNPUB TETRAHEDRON

[4] SUBSTITUENT-DIRECTED ALKYL ADDITION-REACTIONS OF EPOXIDES .1. APPLICATIONS TO THE SYNTHESIS OF 3-HYDROXY-4-METHYLALKANOIC ACIDS [J].

FLIPPIN, LA ;

BROWN, PA ;

JALALIARAGHI, K .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (15) :3588-3596

[5]

FRIED J, 1969, TETRAHEDRON LETT, P379

[6] CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].

GAO, Y ;

HANSON, RM ;

KLUNDER, JM ;

KO, SY ;

MASAMUNE, H ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780

[7] ACYCLIC STEREOSELECTION .43. STEREOSELECTIVE SYNTHESIS OF THE C-8 TO C-15 MOIETY OF ERYTHRONOLIDE-A [J].

HOAGLAND, S ;

MORITA, Y ;

BAI, DL ;

MARKI, HP ;

KEES, K ;

BROWN, L ;

HEATHCOCK, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (20) :4730-4735

[8] MORE HIGHLY MIXED, HIGHER-ORDER CYANOCUPRATES RT(2-THIENYL)CU(CN)LI2 - EFFICIENT REAGENTS WHICH PROMOTE SELECTIVE LIGAND TRANSFER [J].

LIPSHUTZ, BH ;

KOZLOWSKI, JA ;

PARKER, DA ;

NGUYEN, SL ;

MCCARTHY, KE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 285 (1-3) :437-447

[9] 2-THIENYL(CYANO)COPPER LITHIUM - A LOWER ORDER, STABLE CUPRATE IN A BOTTLE PRECURSOR TO HIGHER-ORDER REAGENTS [J].

LIPSHUTZ, BH ;

KOERNER, M ;

PARKER, DA .

TETRAHEDRON LETTERS, 1987, 28 (09) :945-948

[10] TOTAL SYNTHESIS OF AMPHOTERONOLIDE-B AND AMPHOTERICIN-B .2. TOTAL SYNTHESIS OF AMPHOTERONOLIDE-B [J].

NICOLAOU, KC ;

DAINES, RA ;

CHAKRABORTY, TK ;

OGAWA, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4685-4696

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