A NEW STEREOCONTROLLED SYNTHESIS OF DIEQUATORIAL FUROFURAN LIGNANS HAVING 2 DIFFERENT ARYL GROUPS - A SYNTHESIS OF METHYL PIPERITOL

被引：29

作者：

OGIKU, T ^{[1
]}

YOSHIDA, S ^{[1
]}

TAKAHASHI, M ^{[1
]}

KURODA, T ^{[1
]}

OHMIZU, H ^{[1
]}

IWASAKI, T ^{[1
]}

机构：

[1] TANABE SEIYAKU CO LTD,DEPT SYNTHET CHEM,APPL BIOCHEM RES LAB,3-16-89 KASHIMA,YODOGAWA,OSAKA 532,JAPAN

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)60113-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl piperitol, a representative example of the diequatorial furofuran lignans, was synthesized in a good overall yield based on a highly stereocontrolled tandem Michael addition-aldol reaction.

引用

页码：4473 / 4476

页数：4

共 17 条

[11] SYNTHESIS OF 2,6-DIARYL-4,8-DIHYDROXY-3,7-DIOXABICYCLO[3.3.0]OCTANES [J].

PELTER, A ;

WARD, RS ;

WATSON, DJ ;

COLLINS, P ;

KAY, IT .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (01) :175-181

[12]

RAO CBS, 1978, CHEM LIGNANS, P227

[13] SYNTHETIC METHODS FOR (EXO,EXO)-2,6-DIARYLBICYCLO[3-3-0]OCTANE AND (EXO-,ENDO)-2,6-DIARYLBICYCLO[3-3-0]OCTANE LIGNANS - SYNTHESIS OF (+--)-PLUVIATILOL [J].

STEVENS, DR ;

WHITING, DA .

TETRAHEDRON LETTERS, 1986, 27 (38) :4629-4632

[14] A NEW SYNTHESIS OF UNSYMMETRICAL DIPHENIC ACID-DERIVATIVES - TEMPLATE-DIRECTED INTRAMOLECULAR ULLMANN COUPLING REACTION [J].

TAKAHASHI, M ;

KURODA, T ;

OGIKU, T ;

OHMIZU, H ;

KONDO, K ;

IWASAKI, T .

TETRAHEDRON LETTERS, 1991, 32 (47) :6919-6922

[15] THE SYNTHESIS OF LIGNANS AND NEOLIGNANS [J].

WARD, RS .

CHEMICAL SOCIETY REVIEWS, 1982, 11 (02) :75-125

[16] BIOMIMETIC SYNTHESIS OF BIOACTIVE LIGNANS AND NEOLIGNANS BY MEANS OF ELECTROCHEMICAL METHOD [J].

YAMAMURA, S .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1985, 43 (06) :583-593

[17] THE STEREOCHEMISTRY OF THE IVANOV AND REFORMATSKY REACTIONS .1. [J].

ZIMMERMAN, HE ;

TRAXLER, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (08) :1920-1923

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