Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes

B. F. Bonini; M. Comes-Franchini; M. Fochi; L. Lunazzi; A. Mazzanti; G. Mazzanti; A. Ricci; G. Varchi

doi:10.1055/s-2001-14644

Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes

B. F. Bonini, M. Comes-Franchini, M. Fochi, L. Lunazzi, A. Mazzanti, G. Mazzanti, A. Ricci, G. Varchi

Houston Methodist

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

2 Scopus citations

Abstract

We have developed a new synthetic access to stereodefined diamino 1,2-diols starting from homochiral α-aminoacylsilanes. A [3+2] cycloaddition with benzo nitrile oxide of the vinylated adducts and a reductive ring opening constitute key steps of the reaction sequence.

Original language	English (US)
Pages (from-to)	995-998
Number of pages	4
Journal	Synlett
Issue number	SPEC. ISS
DOIs	https://doi.org/10.1055/s-2001-14644
State	Published - 2001

Keywords

Aminopolyols
Dipolar cycloaddition
Vinylation
α-aminoacylsilanes

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-2001-14644

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title = "Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes",

abstract = "We have developed a new synthetic access to stereodefined diamino 1,2-diols starting from homochiral α-aminoacylsilanes. A [3+2] cycloaddition with benzo nitrile oxide of the vinylated adducts and a reductive ring opening constitute key steps of the reaction sequence.",

keywords = "Aminopolyols, Dipolar cycloaddition, Vinylation, α-aminoacylsilanes",

author = "Bonini, \{B. F.\} and M. Comes-Franchini and M. Fochi and L. Lunazzi and A. Mazzanti and G. Mazzanti and A. Ricci and G. Varchi",

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doi = "10.1055/s-2001-14644",

language = "English (US)",

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journal = "Synlett",

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T1 - Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes

AU - Bonini, B. F.

AU - Comes-Franchini, M.

AU - Fochi, M.

AU - Lunazzi, L.

AU - Mazzanti, A.

AU - Mazzanti, G.

AU - Ricci, A.

AU - Varchi, G.

PY - 2001

Y1 - 2001

N2 - We have developed a new synthetic access to stereodefined diamino 1,2-diols starting from homochiral α-aminoacylsilanes. A [3+2] cycloaddition with benzo nitrile oxide of the vinylated adducts and a reductive ring opening constitute key steps of the reaction sequence.

AB - We have developed a new synthetic access to stereodefined diamino 1,2-diols starting from homochiral α-aminoacylsilanes. A [3+2] cycloaddition with benzo nitrile oxide of the vinylated adducts and a reductive ring opening constitute key steps of the reaction sequence.

KW - Aminopolyols

KW - Dipolar cycloaddition

KW - Vinylation

KW - α-aminoacylsilanes

UR - https://www.scopus.com/pages/publications/0034971830

UR - https://www.scopus.com/inward/citedby.url?scp=0034971830&partnerID=8YFLogxK

U2 - 10.1055/s-2001-14644

DO - 10.1055/s-2001-14644

M3 - Article

AN - SCOPUS:0034971830

SN - 0936-5214

SP - 995

EP - 998

JO - Synlett

JF - Synlett

IS - SPEC. ISS

ER -

Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes

Abstract

Keywords

ASJC Scopus subject areas

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