Synthesis of the tetracyclic skeleton of the lycopodium alkaloid lycopladine H via a pivotal double hydroformylation/intramolecular reductive amination sequence

Pradeep S. Chauhan; Joshua R. Sacher; Steven M. Weinreb

doi:10.1021/ol503571a

Synthesis of the tetracyclic skeleton of the lycopodium alkaloid lycopladine H via a pivotal double hydroformylation/intramolecular reductive amination sequence

Pradeep S. Chauhan, Joshua R. Sacher, Steven M. Weinreb

Chemistry

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

13 Scopus citations

Abstract

A synthesis of the complete tetracyclic framework of the structurally unique Lycopodium alkaloid lycopladine H has been accomplished using a strategy involving a double alkene hydroformylation/intramolecular reductive amination to form the azocane and spiro-piperidine moieties of the natural product.

Original language	English (US)
Pages (from-to)	806-808
Number of pages	3
Journal	Organic Letters
Volume	17
Issue number	4
DOIs	https://doi.org/10.1021/ol503571a
State	Published - Feb 20 2015

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol503571a

Cite this

@article{cb1aa10ff6794469a22458d8f1076619,

title = "Synthesis of the tetracyclic skeleton of the lycopodium alkaloid lycopladine H via a pivotal double hydroformylation/intramolecular reductive amination sequence",

abstract = "A synthesis of the complete tetracyclic framework of the structurally unique Lycopodium alkaloid lycopladine H has been accomplished using a strategy involving a double alkene hydroformylation/intramolecular reductive amination to form the azocane and spiro-piperidine moieties of the natural product.",

author = "Chauhan, {Pradeep S.} and Sacher, {Joshua R.} and Weinreb, {Steven M.}",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = feb,

day = "20",

doi = "10.1021/ol503571a",

language = "English (US)",

volume = "17",

pages = "806--808",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - Synthesis of the tetracyclic skeleton of the lycopodium alkaloid lycopladine H via a pivotal double hydroformylation/intramolecular reductive amination sequence

AU - Chauhan, Pradeep S.

AU - Sacher, Joshua R.

AU - Weinreb, Steven M.

PY - 2015/2/20

Y1 - 2015/2/20

N2 - A synthesis of the complete tetracyclic framework of the structurally unique Lycopodium alkaloid lycopladine H has been accomplished using a strategy involving a double alkene hydroformylation/intramolecular reductive amination to form the azocane and spiro-piperidine moieties of the natural product.

AB - A synthesis of the complete tetracyclic framework of the structurally unique Lycopodium alkaloid lycopladine H has been accomplished using a strategy involving a double alkene hydroformylation/intramolecular reductive amination to form the azocane and spiro-piperidine moieties of the natural product.

UR - http://www.scopus.com/inward/record.url?scp=84923339281&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84923339281&partnerID=8YFLogxK

U2 - 10.1021/ol503571a

DO - 10.1021/ol503571a

M3 - Article

C2 - 25658603

AN - SCOPUS:84923339281

SN - 1523-7060

VL - 17

SP - 806

EP - 808

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

Synthesis of the tetracyclic skeleton of the lycopodium alkaloid lycopladine H via a pivotal double hydroformylation/intramolecular reductive amination sequence

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this