Ring opening of cyclic N,O-acetals with allyltrimethylsilane under Lewis acidic conditions

Roderick W. Bates; Yongna Lu; Melody Peiling Cai

doi:10.1016/j.tet.2009.07.011

Ring opening of cyclic N,O-acetals with allyltrimethylsilane under Lewis acidic conditions

Roderick W. Bates^*, Yongna Lu, Melody Peiling Cai

^*Corresponding author for this work

Nanyang Technological University

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

16 Citations (Scopus)

Abstract

Five and six-membered cyclic N,O-acetals with N-carboxyalkyl and sulfonyl groups undergo clean and high yielding ring opening with allyltrimethylsilane in the presence of strong Lewis acids to give homoallylic amine derivatives.

Original language	English
Pages (from-to)	7852-7858
Number of pages	7
Journal	Tetrahedron
Volume	65
Issue number	37
DOIs	https://doi.org/10.1016/j.tet.2009.07.011
Publication status	Published - Sept 12 2009
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2009.07.011

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@article{d622a42684804047a3c4c19c83590610,

title = "Ring opening of cyclic N,O-acetals with allyltrimethylsilane under Lewis acidic conditions",

abstract = "Five and six-membered cyclic N,O-acetals with N-carboxyalkyl and sulfonyl groups undergo clean and high yielding ring opening with allyltrimethylsilane in the presence of strong Lewis acids to give homoallylic amine derivatives.",

author = "Bates, {Roderick W.} and Yongna Lu and Cai, {Melody Peiling}",

year = "2009",

month = sep,

day = "12",

doi = "10.1016/j.tet.2009.07.011",

language = "English",

volume = "65",

pages = "7852--7858",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

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T1 - Ring opening of cyclic N,O-acetals with allyltrimethylsilane under Lewis acidic conditions

AU - Bates, Roderick W.

AU - Lu, Yongna

AU - Cai, Melody Peiling

PY - 2009/9/12

Y1 - 2009/9/12

N2 - Five and six-membered cyclic N,O-acetals with N-carboxyalkyl and sulfonyl groups undergo clean and high yielding ring opening with allyltrimethylsilane in the presence of strong Lewis acids to give homoallylic amine derivatives.

AB - Five and six-membered cyclic N,O-acetals with N-carboxyalkyl and sulfonyl groups undergo clean and high yielding ring opening with allyltrimethylsilane in the presence of strong Lewis acids to give homoallylic amine derivatives.

UR - http://www.scopus.com/inward/record.url?scp=68349104215&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=68349104215&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2009.07.011

DO - 10.1016/j.tet.2009.07.011

M3 - Article

AN - SCOPUS:68349104215

SN - 0040-4020

VL - 65

SP - 7852

EP - 7858

JO - Tetrahedron

JF - Tetrahedron

IS - 37

ER -

Ring opening of cyclic N,O-acetals with allyltrimethylsilane under Lewis acidic conditions

Abstract

ASJC Scopus Subject Areas

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