A FACILE METHOD FOR PREPARATION OF FUNCTIONALIZED CYCLOPROPENE DERIVATIVES - SYNTHESIS OF CYCLOPROPENE-RELATED ALLYLIC AND HOMOALLYLILIC ALCOHOLS

被引：0

作者：

JANKOWSKI, P ^{[1
]}

MASNYK, M ^{[1
]}

WICHA, J ^{[1
]}

机构：

[1] POLISH ACAD SCI,INST ORGAN CHEM,PL-01224 WARSAW,POLAND

来源：

SYNLETT | 1995年 / 08期

关键词：

ALPHA-IODOALKYL SULFONES; FREE-RADICAL ADDITION; IODOSULPHONE CYCLIZATION; CYCLOPROPANES; CYCLOPROPENES;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Free-radical addition of iodoalkyl sulphones 1 to vinylsilanes 2 afforded adducts 3 regioselectively. The adducts were cyclized to give cyclopropanes 4 and then transformed into the cyclopropene derivatives 5. Addition of iodomethyl phenyl sulphone (6) to triphenylvinlylsilane 7 followed by cyclization of the adduct provided cyclopropane 8. The latter was reacted with representative alkylating agents to afford the corresponding products 11 and 12. Alcohol 12a was transformed into cyclopropen-related allylic alcohol 14b.

引用

页码：866 / 868

页数：3

共 8 条

[1]

ALDULAYYMI JR, 1990, TETRAHEDRON, V46, P5703

[2]

BAIRD MS, 1988, TOP CURR CHEM, V144, P137

[3]

CLOSS GL, 1966, ADV ALICYCL CHEM, P53

[4] REGIOSELECTIVE BETA-ADDITION OF SULFONYL ANIONS TO AN ALPHA,BETA-EPOXYSILANE - USE OF TRIPHENYLSILYLOXIRANE FOR SYNTHESIS OF STABLE CYCLOPROPENE DERIVATIVES [J].

JANKOWSKI, P ;

WICHA, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (11) :802-803

[5]

JANKOWSKI P, 1994, POL J CHEM, V68, P2217

[6] FREE-RADICAL ADDITIONS OF ALPHA-IODOALKYLPHENYL SULFONES TO ALKENES [J].

MASNYK, M .

TETRAHEDRON LETTERS, 1991, 32 (27) :3259-3262

[7]

RADISSON X, 1987, SYNTHETIC COMMUN, P39

[8]

SCHIPPERIJN AJ, 1973, RECL TRAV CHIM PAY B, V92, P1298

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