Synthesis of Secosterols as an Arena for C-H Functionalization and C-C Manipulation Tactics

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OriginalspracheEnglisch
Seiten (von - bis)1127-1133
Seitenumfang7
FachzeitschriftSYNLETT
Jahrgang28
Ausgabenummer10
PublikationsstatusVeröffentlicht - Juni 2017

Abstract

The chemical synthesis of secosterols is an arena for the application of C-H functionalization methods as well as C-C manipulations. Studies on the innate reactivity of synthetic intermediates to undergo C-C scissions and rearrangements can shed light on biosynthetic pathways, or, provide proof for biosynthetic proposals. Examples of the authors work (synthesis of the 14,15-secosterol strophasterol A), as well as examples from current literature (Tian's synthetic work on 13,14:14,15-disecosterols glaucogenins C and D, and Baran's synthesis of 9,10-secosterol cortistatin A) are discussed. 1 Introduction 2 The Synthesis of Strophasterol A Employing the Concept of Innate Reactivity 3 Synthetic Work in the Glaucogenin Family of Natural Products 4 The Synthesis of Cortistatin A Using a Radical Ring Expansion 5 Conclusion.

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Synthesis of Secosterols as an Arena for C-H Functionalization and C-C Manipulation Tactics. / Heinze, Robert C.; Heretsch, Philipp.
in: SYNLETT, Jahrgang 28, Nr. 10, 06.2017, S. 1127-1133.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

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abstract = "The chemical synthesis of secosterols is an arena for the application of C-H functionalization methods as well as C-C manipulations. Studies on the innate reactivity of synthetic intermediates to undergo C-C scissions and rearrangements can shed light on biosynthetic pathways, or, provide proof for biosynthetic proposals. Examples of the authors work (synthesis of the 14,15-secosterol strophasterol A), as well as examples from current literature (Tian's synthetic work on 13,14:14,15-disecosterols glaucogenins C and D, and Baran's synthesis of 9,10-secosterol cortistatin A) are discussed. 1 Introduction 2 The Synthesis of Strophasterol A Employing the Concept of Innate Reactivity 3 Synthetic Work in the Glaucogenin Family of Natural Products 4 The Synthesis of Cortistatin A Using a Radical Ring Expansion 5 Conclusion.",
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AU - Heinze, Robert C.

AU - Heretsch, Philipp

N1 - Publisher Copyright: © 2017 Georg Thieme Verlag KG Stuttgart · New York.

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Y1 - 2017/6

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KW - C-H oxidation

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