Carbometalations of simple alkenes with allyldibromoborane

Doug E. Frantz; Daniel A. Singleton

doi:10.1021/ol990673q

Carbometalations of simple alkenes with allyldibromoborane

Doug E. Frantz
, Daniel A. Singleton

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

16 Scopus citations

Abstract

(Formula presented) The allylboration of alkenes with allyldibromoborane is described. Utilizing an improved methodology for the synthesis of allyldibromoborane, 1,3-dienes, styrene, and even isolated alkenes could be carbometalated in high yield regio-and stereospecifically at 0°C. This high reactivity of allyldibromoborane significantly expands the scope of carbometalations of alkenes.

Original language	English
Pages (from-to)	485-486
Number of pages	2
Journal	Organic Letters
Volume	1
Issue number	3
DOIs	https://doi.org/10.1021/ol990673q
State	Published - Aug 12 1999

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title = "Carbometalations of simple alkenes with allyldibromoborane",

abstract = "(Formula presented) The allylboration of alkenes with allyldibromoborane is described. Utilizing an improved methodology for the synthesis of allyldibromoborane, 1,3-dienes, styrene, and even isolated alkenes could be carbometalated in high yield regio-and stereospecifically at 0°C. This high reactivity of allyldibromoborane significantly expands the scope of carbometalations of alkenes.",

author = "Frantz, \{Doug E.\} and Singleton, \{Daniel A.\}",

year = "1999",

month = aug,

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doi = "10.1021/ol990673q",

language = "English",

volume = "1",

pages = "485--486",

journal = "Organic Letters",

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T1 - Carbometalations of simple alkenes with allyldibromoborane

AU - Frantz, Doug E.

AU - Singleton, Daniel A.

PY - 1999/8/12

Y1 - 1999/8/12

N2 - (Formula presented) The allylboration of alkenes with allyldibromoborane is described. Utilizing an improved methodology for the synthesis of allyldibromoborane, 1,3-dienes, styrene, and even isolated alkenes could be carbometalated in high yield regio-and stereospecifically at 0°C. This high reactivity of allyldibromoborane significantly expands the scope of carbometalations of alkenes.

AB - (Formula presented) The allylboration of alkenes with allyldibromoborane is described. Utilizing an improved methodology for the synthesis of allyldibromoborane, 1,3-dienes, styrene, and even isolated alkenes could be carbometalated in high yield regio-and stereospecifically at 0°C. This high reactivity of allyldibromoborane significantly expands the scope of carbometalations of alkenes.

UR - https://www.scopus.com/pages/publications/0033549660

U2 - 10.1021/ol990673q

DO - 10.1021/ol990673q

M3 - Article

C2 - 10822588

AN - SCOPUS:0033549660

SN - 1523-7060

VL - 1

SP - 485

EP - 486

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Carbometalations of simple alkenes with allyldibromoborane

Abstract

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