Approaches to the total synthesis of phomactins

被引：27

作者：

Balnaves, AS ^{[1
]}

McGowan, G ^{[1
]}

Shapland, PDP ^{[1
]}

Thomas, EJ ^{[1
]}

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(03)00341-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The macrocyclic triene 34, an advanced inter-mediate for synthesis of phomactins, has been synthesized using the 2,3-Wittig rearrangement of the propargylic ether 21 as a key step. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2713 / 2716

页数：4

共 34 条

[1] AROMATIZATION OF SOME CYCLOHEXADIENES THROUGH METHOXYCARBONYL MIGRATION OR ALKYL ELIMINATION
ACHESON, RM
FLOWERDAY, RF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (20): : 2339 - 2342
[2] An improved Williamson etherification of hindered alcohols promoted by 15-crown-5 and sodium hydride
Aspinall, HC
Greeves, N
Lee, WM
McIver, EG
Smith, PM
[J]. TETRAHEDRON LETTERS, 1997, 38 (26) : 4679 - 4682
[3] Enantioselective synthesis of the oxadecalin core of phomactin A via a highly stereoselective Diels-Alder reaction
Chemler, SR
Iserloh, U
Danishefsky, SJ
[J]. ORGANIC LETTERS, 2001, 3 (19) : 2949 - 2951
[4] Transannular macrocyclization via intramolecular B-alkyl Suzuki reaction
Chemler, SR
Danishefsky, SJ
[J]. ORGANIC LETTERS, 2000, 2 (17) : 2695 - 2698
[5] Dihydropyrones as dienophiles in the Diels-Alder reaction: Application to the synthesis of 1-oxadecalones
Chen, DQ
Wang, JQ
Totah, NI
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (06) : 1776 - 1777
[6] A NOVEL CLASS OF PLATELET-ACTIVATING-FACTOR ANTAGONISTS FROM PHOMA SP
CHU, M
TRUUMEES, I
GUNNARSSON, I
BISHOP, WR
KREUTNER, W
HORAN, AC
PATEL, MG
GULLO, VP
PUAR, MS
[J]. JOURNAL OF ANTIBIOTICS, 1993, 46 (04) : 554 - 563
[7] SCH-47918 - A NOVEL PAF ANTAGONIST FROM THE FUNGUS PHOMA SP
CHU, M
PATEL, MG
GULLO, VP
TRUUMEES, I
PUAR, MS
MCPHAIL, AT
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) : 5817 - 5818
[8] A NEW STEREOSPECIFIC SYNTHESIS OF TRISUBSTITUTED OLEFINS . STEREOSPECIFIC SYNTHESIS OF FARNESOL
COREY, EJ
KATZENEL.JA
POSNER, GH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (16) : 4245 - &
[9] A STEREOSELECTIVE SYNTHESIS OF ALPHA,BETA-UNSATURATED KETONES INVOLVING THE REACTIONS OF ORGANOCUPRATES WITH BETA-ALKYLTHIO ALPHA,BETA-ENONES
DIETER, RK
SILKS, LA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (24) : 4687 - 4701
[10] MECHANISM AND SYNTHETIC UTILITY OF BORON-TRIFLUORIDE ETHERATE PROMOTED ORGANO-LITHIUM ADDITIONS
EIS, MJ
WROBEL, JE
GANEM, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) : 3693 - 3694

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