A NEW ROUTE TO TRIENALS USING 2-SUBSTITUTED 2H-PYRAN-BASED WITTIG REAGENTS

被引：22

作者：

HEMMING, K ^{[1
]}

TAYLOR, RJK ^{[1
]}

机构：

[1] UNIV E ANGLIA,SCH CHEM SCI,NORWICH NR4 7TJ,NORFOLK,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 18期

关键词：

D O I：

10.1039/c39930001409

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A procedure is presented which allows the six-carbon homologation of aldehydes to give the corresponding trienals via the likely intermediacy of the novel 2-triphenylphosphoranylidenemethyl-2H-pyran; application of this methodology to a short synthesis of the marine alarm pheromone, navenone B, is also described.

引用

页码：1409 / 1410

页数：2

共 16 条

[1] BELOSLUDTSEV YY, 1991, SYNTHESIS-STUTTGART, P320
[2] BERENGUER MJ, 1971, TETRAHEDRON LETT, P495
[3] BORER BC, 1992, SYNLETT, P117
[4] DIMROTH K, 1963, ANGEW CHEM INT EDIT, V75, P860, DOI 10.1002/ange.19630751818
[5] DIMROTH K, 1964, NEWER METHODS PREP, V3, P357
[6] SYNTHESIS OF THE 7-CIS ISOMER OF THE NATURAL LEUKOTRIENE-D4
ERNEST, I
MAIN, AJ
MENASSE, R
[J]. TETRAHEDRON LETTERS, 1982, 23 (02) : 167 - 170
[7] STEREOSELECTIVE SYNTHESIS OF 2Z, 4E-DIENALS BY ADDITION OF ORGANOMETALLIC REAGENTS TO PYRYLIUM PERCHLORATE
FURBER, M
HERBERT, JM
TAYLOR, RJK
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (04): : 683 - 690
[8] GRIFFIN A, 1975, J CHEM SOC CHEM COMM, P675
[9] SYNTHESIS OF 2 ANALOGS OF ARACHIDONIC-ACID AND THEIR REACTIONS WITH 12-LIPOXYGENASE
LABELLE, M
FALGUEYRET, JP
RIENDEAU, D
ROKACH, J
[J]. TETRAHEDRON, 1990, 46 (18) : 6301 - 6310
[10] LEWIS N, 1991, SYNLETT, P898

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