Intramolecular reaction of γ-alkoxyallylstannane with hydrazone: Stereoselective synthesis of β-aminotetrahydro-pyran and -furan

Isao Kadota; Jung Youl Park; Yoshinori Yamamoto

doi:10.1039/CC9960000841

Intramolecular reaction of γ-alkoxyallylstannane with hydrazone: Stereoselective synthesis of β-aminotetrahydro-pyran and -furan

Isao Kadota, Jung Youl Park, Yoshinori Yamamoto

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

18 Citations (Scopus)

Abstract

The Lewis acid mediated cyclization of γ-oxygen substituted allylic stannanes 1, 2 and 9, bearing a hydrazone group at the terminus of the carbon chain, afforded the corresponding trans-β-amino cyclic ethers 3a, 4a and 10, respectively, with very high diastereoselectivities in high chemical yields.

Original language	English
Pages (from-to)	841-842
Number of pages	2
Journal	Chemical Communications
Issue number	7
DOIs	https://doi.org/10.1039/CC9960000841
Publication status	Published - Jan 1 1996
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

10.1039/CC9960000841

Cite this

@article{ec85c4cc3dad4c34834fd86926fde17a,

title = "Intramolecular reaction of γ-alkoxyallylstannane with hydrazone: Stereoselective synthesis of β-aminotetrahydro-pyran and -furan",

abstract = "The Lewis acid mediated cyclization of γ-oxygen substituted allylic stannanes 1, 2 and 9, bearing a hydrazone group at the terminus of the carbon chain, afforded the corresponding trans-β-amino cyclic ethers 3a, 4a and 10, respectively, with very high diastereoselectivities in high chemical yields.",

author = "Isao Kadota and Park, {Jung Youl} and Yoshinori Yamamoto",

year = "1996",

month = jan,

day = "1",

doi = "10.1039/CC9960000841",

language = "English",

pages = "841--842",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "7",

}

TY - JOUR

T1 - Intramolecular reaction of γ-alkoxyallylstannane with hydrazone

T2 - Stereoselective synthesis of β-aminotetrahydro-pyran and -furan

AU - Kadota, Isao

AU - Park, Jung Youl

AU - Yamamoto, Yoshinori

PY - 1996/1/1

Y1 - 1996/1/1

N2 - The Lewis acid mediated cyclization of γ-oxygen substituted allylic stannanes 1, 2 and 9, bearing a hydrazone group at the terminus of the carbon chain, afforded the corresponding trans-β-amino cyclic ethers 3a, 4a and 10, respectively, with very high diastereoselectivities in high chemical yields.

AB - The Lewis acid mediated cyclization of γ-oxygen substituted allylic stannanes 1, 2 and 9, bearing a hydrazone group at the terminus of the carbon chain, afforded the corresponding trans-β-amino cyclic ethers 3a, 4a and 10, respectively, with very high diastereoselectivities in high chemical yields.

UR - http://www.scopus.com/inward/record.url?scp=0344804441&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0344804441&partnerID=8YFLogxK

U2 - 10.1039/CC9960000841

DO - 10.1039/CC9960000841

M3 - Article

AN - SCOPUS:0344804441

SN - 1359-7345

SP - 841

EP - 842

JO - Chemical Communications

JF - Chemical Communications

IS - 7

ER -

Intramolecular reaction of γ-alkoxyallylstannane with hydrazone: Stereoselective synthesis of β-aminotetrahydro-pyran and -furan

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this