Enantioselective Cu(I)-Catalyzed Cycloaddition of Prochiral Diazides with Terminal or 1-Iodoalkynes

Cai Wang; Ren Yi Zhu; Kui Liao; Feng Zhou; Jian Zhou

doi:10.1021/acs.orglett.9b04522

Enantioselective Cu(I)-Catalyzed Cycloaddition of Prochiral Diazides with Terminal or 1-Iodoalkynes

Cai Wang
, Ren Yi Zhu
, Kui Liao
, Feng Zhou^*
, Jian Zhou

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

29 Scopus citations

Abstract

We report an unprecedented highly enantioselective desymmetric Cu(I)-catalyzed 1,3-dipolar cycloaddition of diazides with terminal alkynes and 1-iodoalkynes, affording tertiary alcohols bearing a 1,2,3-triazole moiety in high yield and excellent ee value. PYBOX ligands with a C4 shielding group once again show the promising ability to achieve higher enantioselectivity.

Original language	English
Pages (from-to)	1270-1274
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	4
DOIs	https://doi.org/10.1021/acs.orglett.9b04522
State	Published - 21 Feb 2020

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title = "Enantioselective Cu(I)-Catalyzed Cycloaddition of Prochiral Diazides with Terminal or 1-Iodoalkynes",

abstract = "We report an unprecedented highly enantioselective desymmetric Cu(I)-catalyzed 1,3-dipolar cycloaddition of diazides with terminal alkynes and 1-iodoalkynes, affording tertiary alcohols bearing a 1,2,3-triazole moiety in high yield and excellent ee value. PYBOX ligands with a C4 shielding group once again show the promising ability to achieve higher enantioselectivity.",

author = "Cai Wang and Zhu, \{Ren Yi\} and Kui Liao and Feng Zhou and Jian Zhou",

note = "Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society.",

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doi = "10.1021/acs.orglett.9b04522",

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T1 - Enantioselective Cu(I)-Catalyzed Cycloaddition of Prochiral Diazides with Terminal or 1-Iodoalkynes

AU - Wang, Cai

AU - Zhu, Ren Yi

AU - Liao, Kui

AU - Zhou, Feng

AU - Zhou, Jian

PY - 2020/2/21

Y1 - 2020/2/21

N2 - We report an unprecedented highly enantioselective desymmetric Cu(I)-catalyzed 1,3-dipolar cycloaddition of diazides with terminal alkynes and 1-iodoalkynes, affording tertiary alcohols bearing a 1,2,3-triazole moiety in high yield and excellent ee value. PYBOX ligands with a C4 shielding group once again show the promising ability to achieve higher enantioselectivity.

AB - We report an unprecedented highly enantioselective desymmetric Cu(I)-catalyzed 1,3-dipolar cycloaddition of diazides with terminal alkynes and 1-iodoalkynes, affording tertiary alcohols bearing a 1,2,3-triazole moiety in high yield and excellent ee value. PYBOX ligands with a C4 shielding group once again show the promising ability to achieve higher enantioselectivity.

UR - https://www.scopus.com/pages/publications/85079030920

U2 - 10.1021/acs.orglett.9b04522

DO - 10.1021/acs.orglett.9b04522

M3 - 文章

C2 - 31999130

AN - SCOPUS:85079030920

SN - 1523-7060

VL - 22

SP - 1270

EP - 1274

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

Enantioselective Cu(I)-Catalyzed Cycloaddition of Prochiral Diazides with Terminal or 1-Iodoalkynes

Abstract

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