Synthesis and reactivity of a putative biogenetic precursor to tricholomenyns B, C, D and E

被引：12
|
作者：
Ma, Xinghua [1 ]
Jury, Jasmine C. [1 ]
Banwell, Martin G. [1 ]
机构：
[1] Australian Natl Univ, Res Sch Chem, Inst Adv Studies, Canberra, ACT 0200, Australia
来源：
TETRAHEDRON LETTERS | 2011年 / 52卷 / 17期
基金：
澳大利亚研究理事会;
关键词：
Chemoenzymatic; Epoxy-quinol; Sonogashira reaction; Synthesis; Tricholomenyns; SELENIUM DIOXIDE; FRUITING BODIES; (-)-TRICHOLOMENYN; ACERBUM; OXIDATION; OLEFINS; ACID;
D O I：
10.1016/j.tetlet.2010.11.139
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chemoenzymatic synthesis of the putative biogenetic precursor, 6, to the epoxy-quinol type natural products, tricholomenyns B, C, D and E (2-5, respectively), has been achieved. However, treatment of compound 6 under a variety of conditions failed to effect its conversion into any of the natural products 2-5. In contrast, the simple model system 22 reacts with acetic acid in the presence of stoichiometric quantities of Ti(OPr-i)(4) to give the diacetate 23. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2192 / 2194
页数：3
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