CARBONYL ALLYLATION BY VINYL EPOXIDES WITH SNCL2-TBA OR SNCL2-LII - APPLICATION TO THE DIASTEREOSELECTIVE SYNTHESIS OF 1,3-DIOLS

被引：15

作者：

MASUYAMA, Y

NAKATA, J

KURUSU, Y

机构：

[1] Department of Chemistry, Sophia University, Chiyoda-ku, Tokyo 102

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期

关键词：

D O I：

10.1039/p19910002598

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinyl epoxides reacted with aldehydes in the presence of stannous chloride-tetrabutylammonium bromide or stannous chloride-lithium iodide to produce 2-vinyl-1,3-diols regio- and diastereo-selectively.

引用

页码：2598 / 2599

页数：2

共 13 条

[1] PALLADIUM-CATALYZED COUPLING OF VINYL EPOXIDES WITH ORGANOSTANNANES [J].

ECHAVARREN, AM ;

TUETING, DR ;

STILLE, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :4039-4041

[2] STEREOSELECTIVE CONSTRUCTION OF QUATERNARY CARBONS BY THE REACTION OF ALDEHYDES WITH ALLYLIC CHROMIUM REAGENTS PREPARED FROM 1,3-DIENE MONOEPOXIDES AND CRCL2 [J].

FUJIMURA, O ;

TAKAI, K ;

UTIMOTO, K .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1705-1706

[3] SYNTHESIS OF OXIRANES FROM AQUEOUS SOLUTIONS OF SIMPLE ALKYL, ALLYL, AND BENZYLSULFONIUM SALTS [J].

HATCH, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (07) :2133-&

[4]

KOGA K, 1972, CHEM PHARM BULL, V20, P526

[5] ALLYLIC ALCOHOLS AS SYNTHONS OF ALLYLIC CARBANIONS - PALLADIUM-CATALYZED CARBONYL ALLYLATION BY ALLYLIC ALCOHOLS WITH SNCL2 [J].

MASUYAMA, Y ;

TAKAHARA, JP ;

KURUSU, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (13) :4473-4474

[6] PALLADIUM-CATALYZED CARBONYL ALLYLATION BY ALLYLIC ALCOHOLS WITH SNCL2 - A SOLVATION-CONTROLLED DIASTEREOSELECTION [J].

MASUYAMA, Y ;

TAKAHARA, JP ;

KURUSU, Y .

TETRAHEDRON LETTERS, 1989, 30 (26) :3437-3440

[7] PALLADIUM-CATALYZED CARBONYL ALLYLATION OF DIKETO COMPOUNDS BY ALLYLIC ALCOHOLS WITH SNCL2 [J].

MASUYAMA, Y ;

TSUNODA, T ;

KURUSU, Y .

CHEMISTRY LETTERS, 1989, (09) :1647-1650

[8] DIASTEREOSELECTIVITY IN CARBONYL ALLYLATION BY ALLYLIC CARBONATES USING PDCL2(PHCN)2-SNCL2 SYSTEM [J].

MASUYAMA, Y ;

OTAKE, K ;

KURUSU, Y .

TETRAHEDRON LETTERS, 1988, 29 (29) :3563-3566

[9] PALLADIUM-CATALYZED CARBONYL ALLYLATION BY 2-(HYDROXYMETHYL)ACRYLATE DERIVATIVES - SYNTHESIS OF ALPHA-METHYLENE-GAMMA-BUTYROLACTONES [J].

MASUYAMA, Y ;

NIMURA, Y ;

KURUSU, Y .

TETRAHEDRON LETTERS, 1991, 32 (02) :225-228

[10] CHARGE REVERSAL OF ELECTROPHILIC PI-ALLYLPALLADIUM INTERMEDIATES - CARBONYL ALLYLATION BY ALLYLIC ACETATES WITH PDCL2(PHCN)2-SNCL2 [J].

MASUYAMA, Y ;

HAYASHI, R ;

OTAKE, K ;

KURUSU, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (01) :44-45

← 1 2 →