On the structure of the Phytophthora α1 mating hormone:: synthesis and comparison of four candidate stereoisomers

被引：16

作者：

Bajpai, Reena ^{[1
]}

Yang, Fanglong ^{[1
]}

Curran, Dennis P. ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 45期

关键词：

D O I：

10.1016/j.tetlet.2007.09.054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two two-compound mixtures of candidate structures for the Phytophthora alpha 1 mating hormone have been synthesized. The mixtures were designed to have differing configurations at C3, but proved to be identical. This suggests that epimerization occurred at C3, and comparison with the data for the natural samples suggest that this is also a mixture of isomers. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：7965 / 7968

页数：4

共 21 条

[1] SYNTHESES OF HYDROXY KETONES FROM LACTONES
CAVICCHIOLI, S
SAVOIA, D
TROMBINI, C
UMANIRONCHI, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (07) : 1246 - 1251
[2] Chern LL, 1999, BOT BULL ACAD SINICA, V40, P79
[3] Curran D. P., 2004, HDB FLUOROUS CHEM, P128
[4] On the proof and disproof of natural product stereostructures: Characterization and analysis of a twenty-eight member stereoisomer library of murisolins and their Mosher ester derivatives
Curran, Dennis P.
Zhang, Qisheng
Lu, Hejun
Gudipati, Venugopal
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (30) : 9943 - 9956
[5] Total synthesis of a 28-member stereoisomer library of murisolins
Curran, Dennis P.
Zhang, Qisheng
Richard, Cyrille
Lu, Hejun
Gudipati, Venugopal
Wilcox, Craig S.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (29) : 9561 - 9573
[6] Solution-phase mixture synthesis with fluorous tagging en route: Total synthesis of an eight-member stereoisomer library of passifloricins
Curran, DP
Moura-Letts, G
Pohlman, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (15) : 2423 - 2426
[7] Stereoisomer libraries: Total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach
Dandapani, S
Jeske, M
Curran, DP
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (33) : 12008 - 12012
[8] Denmark SE, 2001, SYNLETT, P1024
[9] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) : 4155 - 4156
[10] CHIRAL ENOLATE DESIGN
EVANS, DA
TAKACS, JM
MCGEE, LR
ENNIS, MD
MATHRE, DJ
BARTROLI, J
[J]. PURE AND APPLIED CHEMISTRY, 1981, 53 (06) : 1109 - 1127

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