Total synthesis of phenalamide A2

被引：18

作者：

Hoffmann, RW ^{[1
]}

Rohde, T ^{[1
]}

Haeberlin, E ^{[1
]}

Schäfer, F ^{[1
]}

机构：

[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 11期

关键词：

D O I：

10.1021/ol990944x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Phenalamide A(2) (Ib) has been synthesized for the first time, The synthesis features the homologation of aldehyde 5 to trienal 3 with the new conjunctive reagent 6 and the formation of amide 14 with the functionalized Horner-Emmons reagent 4.

引用

页码：1713 / 1715

页数：3

共 19 条

[1] The synthesis and evaluation of a solution-phase indexed combinatorial library of non-natural polyenes for multidrug resistance reversal [J].

Andrus, MB ;

Turner, TM ;

Asgari, D ;

Li, WK .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (09) :2978-2979

[2] Synthesis of stipiamide and a new multidrug resistance reversal agent, 6,7-dehydrostipiamide [J].

Andrus, MB ;

Lepore, SD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (09) :2327-2328

[3] Selective dihydroxylation of non-conjugated dienes in favor of the terminal olefin [J].

Andrus, MB ;

Lepore, SD ;

Sclafani, JA .

TETRAHEDRON LETTERS, 1997, 38 (23) :4043-4046

[4] Total synthesis of stipiamide and designed polyenes as new agents for the reversal of multidrug resistance [J].

Andrus, MB ;

Lepore, SD ;

Turner, TM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12159-12169

[5] SYNTHETIC STUDIES ON ELECTRON-TRANSPORT INHIBITORS .1. CHIRAL SYNTHESIS OF A SYNTHON FOR MYXALAMIDE-D, PIERICIDIN-A, AND THE ACTINOPYRONES [J].

COX, CM ;

WHITING, DA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (08) :1901-1905

[6] SYNTHETIC STUDIES ON ELECTRON-TRANSPORT INHIBITORS .2. APPROACHES TO THE SYNTHESIS OF MYXALAMIDE-D [J].

COX, CM ;

WHITING, DA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (08) :1907-1911

[7] STEREOSELECTIVE SYNTHESIS OF A SYNTHON FOR THE NATURAL ELECTRON-TRANSFER INHIBITORS MYXALAMIDE-D AND PIERICIDIN-A [J].

COX, CM ;

WHITING, DA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (03) :660-662

[8] CYTOTOXIC COMPOUNDS .16. REACTIONS OF BISMETHANESULFONATES OF "3-(N-METHYLANILINO)PROPANE-1,2-DIOL AND OF 2-(N-METHYLANILINO)-PROPANE-1,3-DIOL WITH NUCLEOPHILES [J].

DURRANT, G ;

EDWARDS, PD ;

OWEN, LN .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (12) :1271-1274

[9] METALATION AND ALKYLATION OF 4H-1,3-DIOXIN - A NEW BETA-ACYL VINYL ANION EQUIVALENT [J].

FUNK, RL ;

BOLTON, GL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1290-1292

[10]

HOFFMANN RW, 1988, SYNTHESIS-STUTTGART, P103

← 1 2 →