PALLADIUM CATALYZED SELECTIVE FORMATION OF HOMOANNULAR CONJUGATED DIENES FROM ALLYLIC ESTERS IN DECALIN DERIVATIVES, AND ITS APPLICATION TO THE SYNTHESIS OF 1-ALPHA-HYDROXY-PROVITAMIN-D3

被引：28

作者：

TAKAHASHI, T

NAKAGAWA, N

MINOSHIMA, T

YAMADA, H

TSUJI, J

机构：

[1] Tokuo Institute of Tehnology, Meguro, Tokyo

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 30期

关键词：

D O I：

10.1016/S0040-4039(00)97614-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly selective synthetic method for homoannular conjugated dienes by the palladium catalyzed elimination of allylic esters is presented. 1-α-Hydroxy-provitamin D3 was prepared using the palladium catalyzed as a key reaction. © 1990.

引用

页码：4333 / 4336

页数：4

共 12 条

[1] BACKVALL JE, 1981, J AM CHEM SOC, V103, P4959
[2] CONVENIENT SYNTHESIS OF 1ALPHA-HYDROXY-VITAMIN-D3
BARTON, DHR
HESSE, RH
PECHET, MM
RIZZARDO, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (08) : 2748 - 2749
[3] STEROIDS WITH ABNORMAL INTERNAL CONFIGURATION - STEREOSPECIFIC SYNTHESIS OF 8ALPHA-METHYL STEROIDS
DAUBEN, WG
FULLERTON, DS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (22) : 3277 - +
[4] STEREOCHEMISTRY OF OXIDATIVE ADDITION OF AN OPTICALLY-ACTIVE ALLYL ACETATE TO A PALLADIUM(0) COMPLEX
HAYASHI, T
HAGIHARA, T
KONISHI, M
KUMADA, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (26) : 7767 - 7768
[5] SYNTHESIS OF 12-ACETOXY-1, 3-DODECADIENE, AN INSECT SEX-PHEROMONE OF THE RED BOLLWORM MOTH, FROM A BUTADIENE TELOMER
MANDAI, T
YASUDA, H
KAITO, M
TSUJI, J
YAMAOKA, R
FUKAMI, H
[J]. TETRAHEDRON, 1979, 35 (03) : 309 - 311
[6] A NEW SYNTHETIC METHOD FOR PELLITORINE
MANDAI, T
GOTOH, J
OTERA, J
KAWADA, M
[J]. CHEMISTRY LETTERS, 1980, (03) : 313 - 314
[7] CHIRALITY TRANSFER FROM C-O TO C-C IN THE PALLADIUM CATALYZED SCN' REACTION OF (E)-ALLYLIC AND (Z)-ALLYLIC CARBONATES WITH CARBONUCLEOPHILE
TAKAHASHI, T
JINBO, Y
KITAMURA, K
TSUJI, J
[J]. TETRAHEDRON LETTERS, 1984, 25 (51) : 5921 - 5924
[8] TROST BM, 1979, TETRAHEDRON LETT, P2301
[9] ALLYLIC ALKYLATION - PALLADIUM-CATALYZED SUBSTITUTIONS OF ALLYLIC CARBOXYLATES - STEREOCHEMISTRY AND REGIOCHEMISTRY
TROST, BM
VERHOEVEN, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (14) : 4730 - 4743
[10] ALLYLIC CARBONATES - EFFICIENT ALLYLATING AGENTS OF CARBONUCLEOPHILES IN PALLADIUM CATALYZED-REACTIONS UNDER NEUTRAL CONDITIONS
TSUJI, J
SHIMIZU, I
MINAMI, I
OHASHI, Y
SUGIURA, T
TAKAHASHI, K
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) : 1523 - 1529

← 1 2 →