Allylboration of α-Amino Ketones

R. David Pace, George Kabalka

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

A series of unsaturated α-amino alcohols were prepared via the allylboration of the corresponding N-protected α-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.

Original languageEnglish (US)
Pages (from-to)4838-4844
Number of pages7
JournalJournal of Organic Chemistry
Volume60
Issue number15
DOIs
StatePublished - Jul 1 1995

Fingerprint

Amino Alcohols
Ketones
Isomers
Temperature

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Allylboration of α-Amino Ketones. / Pace, R. David; Kabalka, George.

In: Journal of Organic Chemistry, Vol. 60, No. 15, 01.07.1995, p. 4838-4844.

Research output: Contribution to journalArticle

Pace, R. David ; Kabalka, George. / Allylboration of α-Amino Ketones. In: Journal of Organic Chemistry. 1995 ; Vol. 60, No. 15. pp. 4838-4844.
@article{4b17da562f024462b157dd52cce3cf2d,
title = "Allylboration of α-Amino Ketones",
abstract = "A series of unsaturated α-amino alcohols were prepared via the allylboration of the corresponding N-protected α-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.",
author = "Pace, {R. David} and George Kabalka",
year = "1995",
month = "7",
day = "1",
doi = "10.1021/jo00120a029",
language = "English (US)",
volume = "60",
pages = "4838--4844",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "15",

}

TY - JOUR

T1 - Allylboration of α-Amino Ketones

AU - Pace, R. David

AU - Kabalka, George

PY - 1995/7/1

Y1 - 1995/7/1

N2 - A series of unsaturated α-amino alcohols were prepared via the allylboration of the corresponding N-protected α-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.

AB - A series of unsaturated α-amino alcohols were prepared via the allylboration of the corresponding N-protected α-amino ketones. The reactions are stereoselective, producing the syn isomers. The diastereoselectivity is not dramatically effected by the electronic nature of the N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent system.

UR - http://www.scopus.com/inward/record.url?scp=0000541407&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0000541407&partnerID=8YFLogxK

U2 - 10.1021/jo00120a029

DO - 10.1021/jo00120a029

M3 - Article

VL - 60

SP - 4838

EP - 4844

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 15

ER -