RING-OPENING REACTIONS OF TRANS-CARBONATES AND THIONOCARBONATES

被引：27

作者：

DOANE, WM

SHASHA, BS

STOUT, EI

RUSSELL, CR

RIST, CE

机构：

[1] Northern Regional Research Laboratory1 1 This is a laboratory of the Northern Utilization Research, Development Division, Agricultural Research Service, Peoria

来源：

CARBOHYDRATE RESEARCH | 1969年 / 11卷 / 03期

关键词：

D O I：

10.1016/S0008-6215(00)80573-X

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The reaction of methyl 4,6-O-benzylidene-α-D-glucopyranoside 2,3-carbonate (1) and the corresponding 2,3-thionocarbonate (2) with various nucleophines was investigated. Under proper conditions, 1 and 2 reacted with methanol, benzyl alcohol, α-toluenethiol, ammonia, piperidine, and glycine to give the corresponding 2-O-and 3-O-carbonyl and thiocarbonyl adducts, which were obtained in crystalline form. In each reaction product the 2-isomer was preponderant. © 1969.

引用

页码：321 / &

共 8 条

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CARBOHYDRATE RESEARCH, 1968, 8 (03) :266-&

[3] FORMATION OF 1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE 5,6-THIONOCARBONATE BY REARRANGEMENT-FRAGMENTATION OF BIS(1,2-O-ISOPROPYLIDENE-3-O-THIOCARBONYL-ALPHA-D-GLUCOFURANOSE) DISULFIDE [J].

DOANE, WM ;

SHASHA, BS ;

RUSSELL, CR ;

RIST, CE .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (01) :162-&

[4] PREPARATION OF SOME LINSEED ESTERS OF METHYL ALPHA-D-GLUCOPYRANOSIDE USING METHOXYCARBONYL BLOCKING GROUP [J].

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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1965, 42 (12) :1104-+

[5]

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[6]

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[7]

STOUT EI, 1967, TETRAHEDRON LETT, P4481

[8]

TRIMNELL D, 1967, CARBOHYD RES, V5, P166

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