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A formal synthesis of (+)-brefeldin A

✍ Scribed by Young-Ger Suh; Jae-Kyung Jung; Byung-Chul Suh; Young-Choon Lee; Soon-Ai Kim

Book ID: 104259558
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 213 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01078-8

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✦ Synopsis

A formal synthesis of (+)-brefeldin A has been achieved v/a stereoselective construction of hydroxycyclopentane skeleton possessing the requisite hydroxyheptenyl side chain. The highly advanced intermediate 2 has been synthesized from the known Weinreb amide in 19 % overall yield of 11 steps.

📜 SIMILAR VOLUMES

ChemInform Abstract: A Formal Synthesis

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✍ Y.-G. SUH; J.-K. JUNG; B.-C. SUH; Y.-C. LEE; S.-A. KIM 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 2 views

A Formal Synthesis of (+)-Brefeldin A. -An advanced synthetic intermediate for (+)-brefeldin A (IX) is efficiently synthesized from Weinreb amide (I). The procedure involves the highly stereoselective construction of the hydroxycyclopentane moiety via an oxabicycloheptanone unit. -(SUH,

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

ChemInform Abstract: Enantioconvergent F

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An effective and enantioselective process for the total synthesis of (+)-brefeldin A (1) is described which start8 from the dextrorotatory ketone 2. Bmfeldin Al (1) has long been known to exhibit an extraordinary range of biological activities including antibiotic, antiviral, cytostatic and antimit