A short synthesis of conjugated unsaturated alcohols

被引:11
作者
Kazmaier, U [1 ]
机构
[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
D O I
10.1016/S0040-4020(97)10385-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isomerization of acetylenic pentafluorophenyl esters in the presence of phosphines gives rise to activated dienoic esters, which can be reduced directly in a simple one pot procedure to the corresponding conjugated unsaturated alcohols 6-10. The higher reactivity of the pentafluorophenyl esters in comparison to alkyl esters allows their selective isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1491 / 1496
页数:6
相关论文
共 40 条
[1]  
Abarbri M, 1996, SYNTHESIS-STUTTGART, P82
[2]   A NEW STRAIGHTFORWARD AND GENERAL-APPROACH TO DIENAMIDE NATURAL-PRODUCTS [J].
BABUDRI, F ;
FIANDANESE, V ;
NASO, F ;
PUNZI, A .
TETRAHEDRON LETTERS, 1994, 35 (13) :2067-2070
[3]  
BARETT AGM, 1996, TETRAHEDDRON, V52, P15325
[4]   APPROACHES TOWARDS THE SYNTHESIS OF PAPULACANDIN-D - PREPARATION AND STRUCTURAL ELUCIDATION OF THE ACYL SIDE-CHAIN [J].
BARRETT, AGM ;
PENA, M ;
WILLARDSEN, JA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (11) :1145-1146
[5]   STUDIES TOWARDS THE SYNTHESIS OF FR-900848 - STEREOSELECTIVE PREPARATION OF ANTI-BICYCLOPROPANE DERIVATIVES [J].
BARRETT, AGM ;
TUSTIN, GJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (03) :355-356
[6]  
BARRETT AGM, 1996, J CHEM SOC CHEM COMM, P325
[7]   SYNTHESIS AND TRANS-ANNULAR DIELS-ALDER REACTION OF A 13-MEMBERED MACROCYCLIC TRIENE HAVING A TETRASUBSTITUTED ENOL ETHER AS A DIENOPHILE [J].
BERUBE, G ;
DESLONGCHAMPS, P .
TETRAHEDRON LETTERS, 1987, 28 (44) :5255-5258
[8]   NATURAL ACETYLENES .19. METABOLITES FROM SOME PORIA SPECIES [J].
BEW, RE ;
CAMBIE, RC ;
JONES, ERH ;
LOWE, G .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (02) :135-+
[9]   NICKEL(0)-PROMOTED SYNTHESIS OF TETRALIN LACTONES FROM THE CO-CYCLIZATION OF MONOYNES AND OCTA-1,7-DIYNES TERMINALLY SUBSTITUTED WITH ESTER OR AMIDE GROUPS [J].
BHATARAH, P ;
SMITH, EH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (17) :2163-2168
[10]  
BOHLMANN F, 1970, LIEBIGS ANN CHEM, V739, P135