Excellent diastereoselective allylation of camphor derived glyoxylic oxime ethers mediated by a Lewis acid

Neelesh A. Kulkarni; Kwunmin Chen

doi:10.1016/j.tetlet.2005.10.171

Excellent diastereoselective allylation of camphor derived glyoxylic oxime ethers mediated by a Lewis acid

Neelesh A. Kulkarni
, Kwunmin Chen^*

^*Corresponding author for this work

Department of Chemistry

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

16 Citations (Scopus)

Abstract

The nucleophilic allylation of camphor derived glyoxylic oxime ethers was carried out using allyltributyltin in the presence of Sn(OTf)₂ affording the corresponding homoallylic amines in high chemical yields (up to 94%) and excellent stereoselectivities (up to >99%).

Original language	English
Pages (from-to)	611-613
Number of pages	3
Journal	Tetrahedron Letters
Volume	47
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2005.10.171
Publication status	Published - 2006 Jan 23

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.10.171

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title = "Excellent diastereoselective allylation of camphor derived glyoxylic oxime ethers mediated by a Lewis acid",

abstract = "The nucleophilic allylation of camphor derived glyoxylic oxime ethers was carried out using allyltributyltin in the presence of Sn(OTf)2 affording the corresponding homoallylic amines in high chemical yields (up to 94\%) and excellent stereoselectivities (up to >99\%).",

author = "Kulkarni, \{Neelesh A.\} and Kwunmin Chen",

note = "Funding Information: We thank the National Science Council of the Republic of China (NSC 94-2113-M-003-003) and the National Taiwan Normal University (ORD 93-C), for financial support of this work. The X-ray crystal data were collected and processed by National Taiwan Normal University which is gratefully acknowledged. Our gratitude is expressed to the Academic Paper Editing Clinic, NTNU.",

year = "2006",

month = jan,

day = "23",

doi = "10.1016/j.tetlet.2005.10.171",

language = "English",

volume = "47",

pages = "611--613",

journal = "Tetrahedron Letters",

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T1 - Excellent diastereoselective allylation of camphor derived glyoxylic oxime ethers mediated by a Lewis acid

AU - Kulkarni, Neelesh A.

AU - Chen, Kwunmin

N1 - Funding Information: We thank the National Science Council of the Republic of China (NSC 94-2113-M-003-003) and the National Taiwan Normal University (ORD 93-C), for financial support of this work. The X-ray crystal data were collected and processed by National Taiwan Normal University which is gratefully acknowledged. Our gratitude is expressed to the Academic Paper Editing Clinic, NTNU.

PY - 2006/1/23

Y1 - 2006/1/23

N2 - The nucleophilic allylation of camphor derived glyoxylic oxime ethers was carried out using allyltributyltin in the presence of Sn(OTf)2 affording the corresponding homoallylic amines in high chemical yields (up to 94%) and excellent stereoselectivities (up to >99%).

AB - The nucleophilic allylation of camphor derived glyoxylic oxime ethers was carried out using allyltributyltin in the presence of Sn(OTf)2 affording the corresponding homoallylic amines in high chemical yields (up to 94%) and excellent stereoselectivities (up to >99%).

UR - https://www.scopus.com/pages/publications/29144519729

UR - https://www.scopus.com/pages/publications/29144519729#tab=citedBy

U2 - 10.1016/j.tetlet.2005.10.171

DO - 10.1016/j.tetlet.2005.10.171

M3 - Article

AN - SCOPUS:29144519729

SN - 0040-4039

VL - 47

SP - 611

EP - 613

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Excellent diastereoselective allylation of camphor derived glyoxylic oxime ethers mediated by a Lewis acid

Abstract

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