Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone

Matthew J. Hesse; Craig P. Butts; Christine L. Willis; Varinder K. Aggarwal

doi:10.1002/anie.201207312

Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone

Matthew J. Hesse, Craig P. Butts, Christine L. Willis^*, Varinder K. Aggarwal

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

62 Citations (Scopus)

Original language	English
Pages (from-to)	12444-12448
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	50
DOIs	https://doi.org/10.1002/anie.201207312
Publication status	Published - 2012

Research Groups and Themes

BCS and TECS CDTs
Organic & Biological

Keywords

HIGHLY STEREOSELECTIVE-SYNTHESIS
diastereoselectivity
allylic compounds
natural products
ALCOHOLS
STEREOSPECIFIC SYNTHESIS
protodeboronation
BORYLATION
SEX-PHEROMONE
OLEFINATION REACTION
SELECTIVITY
alkenes
CONVERSION
ALDEHYDES
REARRANGEMENT

Access to Document

10.1002/anie.201207312

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Persistent link

GENERAL AND CONVERGENT STRATEGY FOR ASYMMETRIC SYNTHESIS
Aggarwal, V. K. (Principal Investigator)
1/10/07 → 1/04/13
Project: Research
NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS
Aggarwal, V. K. (Principal Investigator)
1/10/05 → 1/10/10
Project: Research

Cite this

@article{51d0a90225a94eb89e9c947d62b2e7a9,

title = "Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone",

keywords = "HIGHLY STEREOSELECTIVE-SYNTHESIS, diastereoselectivity, allylic compounds, natural products, ALCOHOLS, STEREOSPECIFIC SYNTHESIS, protodeboronation, BORYLATION, SEX-PHEROMONE, OLEFINATION REACTION, SELECTIVITY, alkenes, CONVERSION, ALDEHYDES, REARRANGEMENT",

author = "Hesse, \{Matthew J.\} and Butts, \{Craig P.\} and Willis, \{Christine L.\} and Aggarwal, \{Varinder K.\}",

year = "2012",

doi = "10.1002/anie.201207312",

language = "English",

volume = "51",

pages = "12444--12448",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley \& Sons, Ltd.",

number = "50",

}

Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone. / Hesse, Matthew J.; Butts, Craig P.; Willis, Christine L. et al.
In: Angewandte Chemie - International Edition, Vol. 51, No. 50, 2012, p. 12444-12448.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

TY - JOUR

T1 - Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone

AU - Hesse, Matthew J.

AU - Butts, Craig P.

AU - Willis, Christine L.

AU - Aggarwal, Varinder K.

PY - 2012

Y1 - 2012

KW - HIGHLY STEREOSELECTIVE-SYNTHESIS

KW - diastereoselectivity

KW - allylic compounds

KW - natural products

KW - ALCOHOLS

KW - STEREOSPECIFIC SYNTHESIS

KW - protodeboronation

KW - BORYLATION

KW - SEX-PHEROMONE

KW - OLEFINATION REACTION

KW - SELECTIVITY

KW - alkenes

KW - CONVERSION

KW - ALDEHYDES

KW - REARRANGEMENT

U2 - 10.1002/anie.201207312

DO - 10.1002/anie.201207312

M3 - Article (Academic Journal)

C2 - 23129403

SN - 1433-7851

VL - 51

SP - 12444

EP - 12448

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 50

ER -

Diastereodivergent Synthesis of Trisubstituted Alkenes through Protodeboronation of Allylic Boronic Esters: Application to the Synthesis of the Californian Red Scale Beetle Pheromone

Research Groups and Themes

Keywords

Access to Document

Handle.net

Projects

GENERAL AND CONVERGENT STRATEGY FOR ASYMMETRIC SYNTHESIS

NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS

Cite this