REGIOSELECTIVE CYCLOPROPANATION OF 2-PHENYLSULFONYL 1,3-DIENES

被引：12

作者：

BACKVALL, JE

LOFSTROM, C

JUNTUNEN, SK

MATTSON, M

机构：

[1] Department of Organic Chemistry, University of Uppsala, 751 21 Uppsala

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)91988-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective cyclopropanation of 2-phenylsulfonyl 1,3-dienes at either double bond was achieved by employing two different reagents. Sulfur ylide 1 resulted in a regiospecific cyclopropanation at the electron deficient double bond whereas an iron carbene, thermally generated from 5a, gave cyclopropanation exclusively at the electron rich double bond.

引用

页码：2007 / 2010

页数：4

共 33 条

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[3] SYNTHESIS OF 2-NITRO 1,3-DIENES - USEFUL INTERMEDIATES IN THE PREPARATION OF UNSATURATED 1,4-DICARBONYL COMPOUNDS
BACKVALL, JE
KARLSSON, U
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[6] BACKVALL JE, 1988, J ORG CHEM, V53, P2398
[7] STEREOSELECTIVE SYNTHESIS OF (3E,5E)-DIEN-2-ONES AND (2E,4E)-DIENALS VIA 2-PHENYLSULFONYL 1,3-DIENES
BACKVALL, JE
ERICSSON, AM
PLOBECK, NA
JUNTUNEN, SK
[J]. TETRAHEDRON LETTERS, 1992, 33 (01) : 131 - 134
[8] ASYMMETRIC INDUCTION IN [4+2] CYCLOADDITIONS OF CHIRAL ENAMINES TO 2-PHENYLSULFONYL 1,3-DIENES
BACKVALL, JE
LOFSTROM, C
MAFFEI, M
LANGER, V
[J]. TETRAHEDRON LETTERS, 1992, 33 (17) : 2417 - 2418
[9] BACKVALL JE, 1989, ORG SYNTH, V67, P105
[10] BACKVALL JE, 1989, TETRAHEDRON LETT, V29, P1445

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