Construction of the azzocane (azacyclooctane) moiety of the lycopodium alkaloid lycopladine h via an intramolecular hydroaminomethylation strategy

Joshua R. Sacher; Steven M. Weinreb

doi:10.1021/ol3007277

Construction of the azzocane (azacyclooctane) moiety of the lycopodium alkaloid lycopladine h via an intramolecular hydroaminomethylation strategy

Joshua R. Sacher, Steven M. Weinreb

Chemistry

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

31 Scopus citations

Abstract

An efficient synthetic strategy has been developed for annulation of an azocane ring onto a bicyclo[2.2.2]octane scaffold via an intramolecular hydroaminomethylation protocol to generate an advanced intermediate bearing three of the four rings of the structurally unique Lycopodium alkaloid lycopladine H (1).

Original language	English (US)
Pages (from-to)	2172-2175
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	8
DOIs	https://doi.org/10.1021/ol3007277
State	Published - Apr 20 2012

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol3007277

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title = "Construction of the azzocane (azacyclooctane) moiety of the lycopodium alkaloid lycopladine h via an intramolecular hydroaminomethylation strategy",

abstract = "An efficient synthetic strategy has been developed for annulation of an azocane ring onto a bicyclo[2.2.2]octane scaffold via an intramolecular hydroaminomethylation protocol to generate an advanced intermediate bearing three of the four rings of the structurally unique Lycopodium alkaloid lycopladine H (1).",

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Y1 - 2012/4/20

N2 - An efficient synthetic strategy has been developed for annulation of an azocane ring onto a bicyclo[2.2.2]octane scaffold via an intramolecular hydroaminomethylation protocol to generate an advanced intermediate bearing three of the four rings of the structurally unique Lycopodium alkaloid lycopladine H (1).

AB - An efficient synthetic strategy has been developed for annulation of an azocane ring onto a bicyclo[2.2.2]octane scaffold via an intramolecular hydroaminomethylation protocol to generate an advanced intermediate bearing three of the four rings of the structurally unique Lycopodium alkaloid lycopladine H (1).

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ER -

Construction of the azzocane (azacyclooctane) moiety of the lycopodium alkaloid lycopladine h via an intramolecular hydroaminomethylation strategy

Abstract

All Science Journal Classification (ASJC) codes

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