ENANTIOPURE ENYNYL SULFOXIDES VIA PALLADIUM-CATALYZED COUPLING REACTIONS

被引：25

作者：

PALEY, RS

LAFONTAINE, JA

VENTURA, MP

机构：

[1] Swarthmore College, Dept. of Chemistry, Swarthmore

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)79195-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiomerically pure 1-sulfinyl-1-en-3-ynes are prepared from 2-halovinylsulfoxides via Sonogashira or Stille coupling procedures. The trans-enynyl sulfoxides may be hydrogenated to provide (1E, 3Z)-dienylsulfoxides.

引用

页码：3663 / 3666

页数：4

共 31 条

[1] ALEXANDRE C, 1992, SYNTHESIS-STUTTGART, P547
[2] POWERFUL DIENOPHILES FOR ASYMMETRIC DIELS-ALDER REACTIONS - ALPHA-(2-EXO-HYDROXY-10-BORNYLSULFINYL)MALEIMIDES
ARAI, Y
MATSUI, M
KOIZUMI, T
SHIRO, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) : 1983 - 1985
[3] SYNTHESIS OF (+)-FRAGOLIDE AND (-)-PERENIPORIN-B VIA VINYLSILANE TERMINATED CATIONIC CYCLIZATION
BURKE, SD
SHANKARAN, K
HELBER, MJ
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4655 - 4658
[4] SYNTHESIS AND ASYMMETRIC DIELS-ALDER REACTIONS OF (S)-2-PARA-TOLYLSULFINYL-1,4-BENZOQUINONE
CARRENO, MC
RUANO, JLG
URBANO, A
[J]. TETRAHEDRON LETTERS, 1989, 30 (30) : 4003 - 4006
[5] COMPLEMENTARITY OF (4+2) CYCLOADDITION REACTIONS AND [2,3] SIGMATROPIC REARRANGEMENTS IN SYNTHESIS - NEW SYNTHESIS OF FUNCTIONALIZED HASUBANAN DERIVATIVES
EVANS, DA
SIMS, CL
BRYAN, CA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (08) : 2891 - &
[6] SYNTHESIS AND DIELS-ALDER REACTIONS OF 5-ALKENYL-1,3-OXATHIOLE 3-OXIDES - A NEW CLASS OF DIHETEROSUBSTITUTED 1,3-DIENES
FISHER, MJ
OVERMAN, LE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) : 2630 - 2634
[7] GARCIARUANO JL, 1991, TETRAHEDRON LETT, V32, P3195
[8] CONJUGATE ADDITIONS OF HETEROANIONS TO ETHYNYL PARA-TOLYL (+)-(R)-SULFOXIDE
GUILLOT, C
MAIGNAN, C
[J]. TETRAHEDRON LETTERS, 1991, 32 (37) : 4907 - 4908
[9] SIMPLE AND STEREOCONTROLLED PREPARATION OF OPTICALLY PURE (E)-1-ALKENYL PARA-TOLYL AND (Z)-1-ALKENYL PARA-TOLYL SULFOXIDES VIA 1-ALKYNYL PARA-TOLYL SULFOXIDES
KOSUGI, H
KITAOKA, M
TAGAMI, K
TAKAHASHI, A
UDA, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) : 1078 - 1082
[10] PREPARATION OF Z-VINYLSTANNANES VIA HYDROZIRCONATION OF STANNYLACETYLENES
LIPSHUTZ, BH
KEIL, R
BARTON, JC
[J]. TETRAHEDRON LETTERS, 1992, 33 (40) : 5861 - 5864

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