Cycle-specific organocascade catalysis: Application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis

Bryon Simmons; Abbas M. Walji; David W.C. MacMillan

doi:10.1002/anie.200900220

Cycle-specific organocascade catalysis: Application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis

Bryon Simmons, Abbas M. Walji, David W.C. MacMillan

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

244 Scopus citations

Abstract

United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, - hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product.

Original language	English (US)
Pages (from-to)	4349-4353
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	24
DOIs	https://doi.org/10.1002/anie.200900220
State	Published - Jun 2 2009

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

Keywords

Cascade reactions
Enantioselectivity
Natural products
Organocatalysis

Access to Document

10.1002/anie.200900220

Cite this

@article{5868a86a3c0d447cad61f50c1bd829e4,

title = "Cycle-specific organocascade catalysis: Application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis",

abstract = "United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, - hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product.",

keywords = "Cascade reactions, Enantioselectivity, Natural products, Organocatalysis",

author = "Bryon Simmons and Walji, {Abbas M.} and MacMillan, {David W.C.}",

year = "2009",

month = jun,

day = "2",

doi = "10.1002/anie.200900220",

language = "English (US)",

volume = "48",

pages = "4349--4353",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "24",

}

TY - JOUR

T1 - Cycle-specific organocascade catalysis

T2 - Application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis

AU - Simmons, Bryon

AU - Walji, Abbas M.

AU - MacMillan, David W.C.

PY - 2009/6/2

Y1 - 2009/6/2

N2 - United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, - hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product.

AB - United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, - hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product.

KW - Cascade reactions

KW - Enantioselectivity

KW - Natural products

KW - Organocatalysis

UR - http://www.scopus.com/inward/record.url?scp=70349777766&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=70349777766&partnerID=8YFLogxK

U2 - 10.1002/anie.200900220

DO - 10.1002/anie.200900220

M3 - Article

C2 - 19434637

AN - SCOPUS:70349777766

SN - 1433-7851

VL - 48

SP - 4349

EP - 4353

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 24

ER -

Cycle-specific organocascade catalysis: Application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis

Abstract

All Science Journal Classification (ASJC) codes

Keywords

Access to Document

Other files and links

Fingerprint

Cite this