Intramolecular hydroamination of dithioketene acetals: An easy route to cyclic amino acid derivatives

Hai Chao Xu; Kevin D. Moeller

doi:10.1021/ol102193x

Intramolecular hydroamination of dithioketene acetals: An easy route to cyclic amino acid derivatives

Hai Chao Xu
, Kevin D. Moeller

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

13 Scopus citations

Abstract

Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and diastereoselectivity.

Original language	English
Pages (from-to)	5174-5177
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	22
DOIs	https://doi.org/10.1021/ol102193x
State	Published - Nov 19 2010

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title = "Intramolecular hydroamination of dithioketene acetals: An easy route to cyclic amino acid derivatives",

abstract = "Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and diastereoselectivity.",

author = "Xu, \{Hai Chao\} and Moeller, \{Kevin D.\}",

year = "2010",

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doi = "10.1021/ol102193x",

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journal = "Organic Letters",

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T1 - Intramolecular hydroamination of dithioketene acetals

T2 - An easy route to cyclic amino acid derivatives

AU - Xu, Hai Chao

AU - Moeller, Kevin D.

PY - 2010/11/19

Y1 - 2010/11/19

N2 - Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and diastereoselectivity.

AB - Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and diastereoselectivity.

UR - https://www.scopus.com/pages/publications/78449270581

U2 - 10.1021/ol102193x

DO - 10.1021/ol102193x

M3 - Article

C2 - 20945849

AN - SCOPUS:78449270581

SN - 1523-7060

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SP - 5174

EP - 5177

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Intramolecular hydroamination of dithioketene acetals: An easy route to cyclic amino acid derivatives

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