SYNTHESIS OF (2(R)UNDER-BAR,3(S)UNDER-BAR,4(R)UNDER-BAR)-3,4-DIHYDROXY-2-HYDROXYMETHYLPYRROLIDINE AND (2(S)UNDER-BAR,3(R)UNDER-BAR,4(S)UNDER-BAR,5(S)UNDER-BAR)-3,4-DIHYDROXY-2,5-DIHYDROXYMETHYLPYRROLIDINE FROM (R)UNDER-BAR-SERINE AND D-RIBONOLACTONE

被引：16

作者：

IKOTA, N

机构：

[1] National Institute of Radiological Sciences, Inage-ku, Chiba, 263, 9-1

来源：

HETEROCYCLES | 1993年 / 36卷 / 09期

关键词：

D O I：

10.3987/COM-93-6406

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(2R, 3S, 4R)-3,4-Dihydroxy-2-hydroxymethylpyrrolidine derivative (9, 10) and (2S, 3R, 4S, 5S)-3,4-dihydroxy-2,5-dihydroxymethylpyrrolidine derivatives (16, 17) were synthesized stereoselectively from (R)-serine and D-ribonolactone, respectively.

引用

页码：2035 / 2050

页数：16

共 25 条

[11] POLYHYDROXYLATED PYRROLIDINES FROM SUGAR LACTONES - SYNTHESIS OF 1,4-DIDEOXY-1,4-IMINO-D-GLUCITOL FROM D-GALACTONOLACTONE AND SYNTHESES OF 1,4-DIDEOXY-1,4-IMINO-D-ALLITOL, 1,4-DIDEOXY-1,4-IMINO-D-RIBITOL, AND (2S,3R,4S)-3,4-DIHYDROXYPROLINE FROM D-GULONOLACTONE
FLEET, GWJ
SON, JC
[J]. TETRAHEDRON, 1988, 44 (09) : 2637 - 2647
[12] HAMADA Y, 1982, CHEM PHARM BULL, V30, P1921
[13] IKOTA N, 1987, CHEM PHARM BULL, V35, P2140
[14] SYNTHESES OF (-)-1-EPI-SWAINSONINE AND (+)-1,8-DI-EPI-SWAINSONINE
IKOTA, N
HANAKI, A
[J]. HETEROCYCLES, 1987, 26 (09) : 2369 - 2370
[15] STEREOCONTROLLED SYNTHESIS OF 1,7A-DIEPIALEXINE
IKOTA, N
[J]. TETRAHEDRON LETTERS, 1992, 33 (18) : 2553 - 2556
[16] SYNTHESIS OF (+)-1-DEOXYNOJIRIMYCIN FROM (S)-PYROGLUTAMIC ACID
IKOTA, N
[J]. HETEROCYCLES, 1989, 29 (08) : 1469 - 1472
[17] SYNTHESIS OF (-)-SWAINSONINE AND (-)-8-EPI-SWAINSONINE FROM (S)-GLUTAMIC AND (R)-GLUTAMIC ACID-DERIVATIVES
IKOTA, N
HANAKI, A
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (10) : 2712 - 2718
[18] ENANTIOSPECIFIC SYNTHESIS OF POLYHYDROXY AMINO-ACIDS - SYNTHESIS OF THE C33-C38 PORTION OF CALYCULINS
KOSKINEN, AMP
CHEN, JS
[J]. TETRAHEDRON LETTERS, 1991, 32 (47) : 6977 - 6980
[19] REDUCTION OF NATURAL ENONES IN PRESENCE OF CERIUM TRICHLORIDE
LUCHE, JL
RODRIGUEZHAHN, L
CRABBE, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (14) : 601 - 602
[20] OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE
MANCUSO, AJ
HUANG, SL
SWERN, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) : 2480 - 2482

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