Chemoenzymatic and chemical routes to the nonproteinaceous amino acid albizziine and its amide derivative

N. A. Dobrovinskaya; I. Archer; A. N. Hulme

doi:10.1055/s-2008-1042756

Chemoenzymatic and chemical routes to the nonproteinaceous amino acid albizziine and its amide derivative

N. A. Dobrovinskaya, I. Archer, A. N. Hulme

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

Abstract / Description of output

A two-step route for the synthesis of albizziine from N(alpha)-Boc-asparagine which proceeds in 65% overall yield is disclosed. A high-yielding, six-step route for the synthesis of its protected amido derivative gives rapid access to a key component of the complex aminopolyol natural product, zwittermicin A.

Original language	English
Pages (from-to)	513-516
Number of pages	4
Journal	Accounts and Rapid Communications in Chemical Synthesis (SYNLETT)
DOIs	https://doi.org/10.1055/s-2008-1042756
Publication status	Published - 2008

Keywords / Materials (for Non-textual outputs)

D-amino acid oxidase
Hoffmann rearrangement
amidation
urea formation

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10.1055/s-2008-1042756

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Accepted author manuscript, 564 KB

https://www.thieme-connect.de/ejournals/abstract/10.1055/s-2008-1042756

Cite this

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abstract = "A two-step route for the synthesis of albizziine from N(alpha)-Boc-asparagine which proceeds in 65% overall yield is disclosed. A high-yielding, six-step route for the synthesis of its protected amido derivative gives rapid access to a key component of the complex aminopolyol natural product, zwittermicin A.",

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AU - Hulme, A. N.

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AB - A two-step route for the synthesis of albizziine from N(alpha)-Boc-asparagine which proceeds in 65% overall yield is disclosed. A high-yielding, six-step route for the synthesis of its protected amido derivative gives rapid access to a key component of the complex aminopolyol natural product, zwittermicin A.

KW - D-amino acid oxidase

KW - Hoffmann rearrangement

KW - amidation

KW - urea formation

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DO - 10.1055/s-2008-1042756

M3 - Article

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EP - 516

JO - Accounts and Rapid Communications in Chemical Synthesis (SYNLETT)

JF - Accounts and Rapid Communications in Chemical Synthesis (SYNLETT)

ER -

Chemoenzymatic and chemical routes to the nonproteinaceous amino acid albizziine and its amide derivative

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Keywords / Materials (for Non-textual outputs)

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