An approach to total synthesis of the cylindricine B pyridoquinoline subclass of tricyclic marine ascidian alkaloids

Wenchun Chao; Yogesh R. Mahajan; Steven M. Weinreb

doi:10.1016/j.tetlet.2006.03.195

An approach to total synthesis of the cylindricine B pyridoquinoline subclass of tricyclic marine ascidian alkaloids

Wenchun Chao
, Yogesh R. Mahajan
, Steven M. Weinreb

Chemistry

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

Employing an intramolecular N-acylketiminium ion/olefin hetero Diels-Alder reaction, and a ring closing metathesis of a vinyl chloride as pivotal steps, it is possible to directly access the pyridoquinoline tricyclic ring system of the marine alkaloids cylindrines B and J.

Original language	English (US)
Pages (from-to)	3815-3818
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2006.03.195
State	Published - Jun 5 2006

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 14 Life Below Water

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.03.195

Cite this

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title = "An approach to total synthesis of the cylindricine B pyridoquinoline subclass of tricyclic marine ascidian alkaloids",

abstract = "Employing an intramolecular N-acylketiminium ion/olefin hetero Diels-Alder reaction, and a ring closing metathesis of a vinyl chloride as pivotal steps, it is possible to directly access the pyridoquinoline tricyclic ring system of the marine alkaloids cylindrines B and J.",

author = "Wenchun Chao and Mahajan, \{Yogesh R.\} and Weinreb, \{Steven M.\}",

note = "Funding Information: We are grateful to the National Institutes of Health (GM-032299 and CA-034303) for financial support of this research. ",

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AU - Chao, Wenchun

AU - Mahajan, Yogesh R.

AU - Weinreb, Steven M.

N1 - Funding Information: We are grateful to the National Institutes of Health (GM-032299 and CA-034303) for financial support of this research.

PY - 2006/6/5

Y1 - 2006/6/5

N2 - Employing an intramolecular N-acylketiminium ion/olefin hetero Diels-Alder reaction, and a ring closing metathesis of a vinyl chloride as pivotal steps, it is possible to directly access the pyridoquinoline tricyclic ring system of the marine alkaloids cylindrines B and J.

AB - Employing an intramolecular N-acylketiminium ion/olefin hetero Diels-Alder reaction, and a ring closing metathesis of a vinyl chloride as pivotal steps, it is possible to directly access the pyridoquinoline tricyclic ring system of the marine alkaloids cylindrines B and J.

UR - https://www.scopus.com/pages/publications/33646123523

UR - https://www.scopus.com/pages/publications/33646123523#tab=citedBy

U2 - 10.1016/j.tetlet.2006.03.195

DO - 10.1016/j.tetlet.2006.03.195

M3 - Article

AN - SCOPUS:33646123523

SN - 0040-4039

VL - 47

SP - 3815

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

An approach to total synthesis of the cylindricine B pyridoquinoline subclass of tricyclic marine ascidian alkaloids

Abstract

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