First total synthesis of type II abyssomicins: (±)-abyssomicin 2 and (±)-neoabyssomicin B

被引：2

作者：

Canko, Aleksander ^{[1
,2
]}

Athanassopoulou, Georgia D. D. ^{[1
]}

Psycharis, Vassilis ^{[1
]}

Raptopoulou, Catherine P. P. ^{[1
]}

Herniman, Julie M. M. ^{[3
]}

Mouchtouris, Vasileios ^{[4
,5
]}

Foscolos, Angeliki Sofia ^{[1
]}

Couladouros, Elias A. A. ^{[2
]}

Vidali, Veroniki P. P. ^{[1
]}

机构：

[1] NCSR Demokritos, Inst Nanosci & Nanotechnol, Athens, Greece

[2] Agr Univ Athens, Dept Food Sci & Human Nutr, Athens, Greece

[3] Univ Southampton, Fac Engn & Phys Sci, Sch Chem, Southampton, England

[4] Univ Copenhagen, Nanosci Ctr, Copenhagen, Denmark

[5] Univ Copenhagen, Dept Chem, Copenhagen, Denmark

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 18期

关键词：

DIELS-ALDER REACTIONS; MARINE VERRUCOSISPORA STRAIN; BIOLOGICAL EVALUATION; FLUORINATED ALCOHOLS; MICHAEL ADDITION; ACID; HEXAFLUOROISOPROPANOL; CONSTRUCTION; POLYKETIDE; INHIBITOR;

D O I：

10.1039/d3ob00476g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The intramolecular Diels-Alder reaction (IMDA) of a butenolide derivative, as an entry to the type II abyssomicin scaffold, and the total synthesis of (+/-)-abyssomicin 2 and (+/-)-neoabyssomicin B are reported for the first time. A facile route to the IMDA precursor, the formation of a type I intermediate and two paths to (+/-)-neoabyssomicin B are also discussed.

引用

页码：3761 / 3765

页数：5

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