A short synthesis of preussin: Use of allyldimethylsilyl as masked hydroxyl

被引：10

作者：

Dikshit, DK ^{[1
]}

Goswami, LN ^{[1
]}

Singh, VS ^{[1
]}

机构：

[1] Cent Drug Res Inst, Div Med Chem, Lucknow 226001, Uttar Pradesh, India

来源：

SYNLETT | 2003年 / 11期

关键词：

natural product; antifungal agents; (3+2) annulation; allydimethylsilyl; pyrrolidine alkaloid;

D O I：

10.1055/s-2003-41433

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient synthesis of Preussin utilizing allyldimethylsilyl group as hydroxyl equivalent via an interesting (3+2) annulation reaction involving non-classical pentavalent silicon cation transition state, has been described.

引用

页码：1737 / 1739

页数：3

共 29 条

[1] Inhibition of cyclin-dependent kinase activity and induction of apoptosis by preussin in human tumor cells
Achenbach, TV
Slater, EP
Brummerhop, H
Bach, T
Müller, R
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2000, 44 (10) : 2794 - 2801
[2] Bach T, 1998, ANGEW CHEM INT EDIT, V37, P3400, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3400::AID-ANIE3400>3.0.CO
[3] 2-3
[4] Beier C, 1997, SYNTHESIS-STUTTGART, P1296
[5] *CDRI, 6415 CDRI
[6] A ONE-POT CONVERSION OF THE PHENYLDIMETHYLSILYL GROUP INTO A HYDROXYL GROUP
FLEMING, I
SANDERSON, PEJ
[J]. TETRAHEDRON LETTERS, 1987, 28 (36) : 4229 - 4232
[7] THE PHENYLDIMETHYLSILYL GROUP AS A MASKED FORM OF THE HYDROXY GROUP
FLEMING, I
HENNING, R
PLAUT, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (01) : 29 - 31
[8] THE PHENYLDIMETHYLSILYL GROUP AS A MASKED HYDROXY GROUP
FLEMING, I
HENNING, R
PARKER, DC
PLAUT, HE
SANDERSON, PEJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (04): : 317 - 337
[9] FLEMING I, 1979, SYNTHESIS-STUTTGART, P762
[10] JOHNSON JH, 1989, J ANTIBIOT, V42, P1185

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