Chemzymes: A new class of structurally rigid tricyclic amphibian organocatalyst inspired by natural product

Jian Xiao; Feng Xia Xu; Yun Peng Lu; Teck Peng Loh

doi:10.1021/ol9029758

Chemzymes: A new class of structurally rigid tricyclic amphibian organocatalyst inspired by natural product

Jian Xiao^*, Feng Xia Xu, Yun Peng Lu, Teck Peng Loh

^*Corresponding author for this work

Nanyang Technological University

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

62 Citations (Scopus)

Abstract

"Chemical Equation Presented" A new class of structurally rigid tricyclic amphibian chiral catalyst was rationally designed based on the hexahydropyrrolo[2,3-b]indole skeleton as a new type of chemzyme. This new type of chemzyme possesses a structurally rigid tricyclic skeleton and a chiral pocket which provides a well-organized chiral environment for asymmetric induction, as well as a hydrophobic pocket to enable organocatalytic reactions to proceed smoothly both in organic solvents and in water.

Original language	English
Pages (from-to)	1220-1223
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	6
DOIs	https://doi.org/10.1021/ol9029758
Publication status	Published - Mar 19 2010
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol9029758

Cite this

@article{c1de644c67c347dd80e5e33579aa9a9a,

title = "Chemzymes: A new class of structurally rigid tricyclic amphibian organocatalyst inspired by natural product",

abstract = "{"}Chemical Equation Presented{"} A new class of structurally rigid tricyclic amphibian chiral catalyst was rationally designed based on the hexahydropyrrolo[2,3-b]indole skeleton as a new type of chemzyme. This new type of chemzyme possesses a structurally rigid tricyclic skeleton and a chiral pocket which provides a well-organized chiral environment for asymmetric induction, as well as a hydrophobic pocket to enable organocatalytic reactions to proceed smoothly both in organic solvents and in water.",

author = "Jian Xiao and Xu, {Feng Xia} and Lu, {Yun Peng} and Loh, {Teck Peng}",

year = "2010",

month = mar,

day = "19",

doi = "10.1021/ol9029758",

language = "English",

volume = "12",

pages = "1220--1223",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Chemzymes

T2 - A new class of structurally rigid tricyclic amphibian organocatalyst inspired by natural product

AU - Xiao, Jian

AU - Xu, Feng Xia

AU - Lu, Yun Peng

AU - Loh, Teck Peng

PY - 2010/3/19

Y1 - 2010/3/19

N2 - "Chemical Equation Presented" A new class of structurally rigid tricyclic amphibian chiral catalyst was rationally designed based on the hexahydropyrrolo[2,3-b]indole skeleton as a new type of chemzyme. This new type of chemzyme possesses a structurally rigid tricyclic skeleton and a chiral pocket which provides a well-organized chiral environment for asymmetric induction, as well as a hydrophobic pocket to enable organocatalytic reactions to proceed smoothly both in organic solvents and in water.

AB - "Chemical Equation Presented" A new class of structurally rigid tricyclic amphibian chiral catalyst was rationally designed based on the hexahydropyrrolo[2,3-b]indole skeleton as a new type of chemzyme. This new type of chemzyme possesses a structurally rigid tricyclic skeleton and a chiral pocket which provides a well-organized chiral environment for asymmetric induction, as well as a hydrophobic pocket to enable organocatalytic reactions to proceed smoothly both in organic solvents and in water.

UR - http://www.scopus.com/inward/record.url?scp=77949780968&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77949780968&partnerID=8YFLogxK

U2 - 10.1021/ol9029758

DO - 10.1021/ol9029758

M3 - Article

C2 - 20158252

AN - SCOPUS:77949780968

SN - 1523-7060

VL - 12

SP - 1220

EP - 1223

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Chemzymes: A new class of structurally rigid tricyclic amphibian organocatalyst inspired by natural product

Abstract

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this