Enantioselective synthesis for the antipodes of slagenins B and C: Establishment of absolute stereochemistry

被引：18

作者：

Jiang, B ^{[1
]}

Liu, JF ^{[1
]}

Zhao, SY ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 25期

关键词：

D O I：

10.1021/ol016689+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The total synthesis for the (-)-antipode of slagenin B (12) and the (+)-antipode of slagenin C (13) was achieved with the condensation of glyoxal hydrate 10 and urea as the key step. The absolute stereochemistries of naturally isolated slagenins B and C were assigned to be (9R,11R,15R)-1b and (9R,11S,15S)-1c, respectively.

引用

页码：4011 / 4013

页数：3

共 15 条

[11]

PRATO M, 1982, SYNTHESIS-STUTTGART, P679

[12]

Sosa ACB, 2000, ORG LETT, V2, P3443

[13] Slagenins A ∼ C, novel bromopyrrole alkaloids from marine sponge Agelas nakamurai [J].

Tsuda, M ;

Uemoto, H ;

Kobayashi, J .

TETRAHEDRON LETTERS, 1999, 40 (31) :5709-5712

[14] FORMATION AND IDENTIFICATION OF CIS- AND TRANS-DIHYDROXYIMIDAZOLIDINONES FROM UREAS AND GLYOXAL [J].

VAIL, SL ;

BARKER, RH ;

MENNITT, PG .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (07) :2179-&

[15]

Yuasa Y, 1997, LIEBIGS ANN-RECL, P1877

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