Annulation reactions of chiral vinylsulfonium salts with 2-indolecarboxaldehyde

Kyung Hee Kim; Sammy Metobo; Leslie S. Jimenez

doi:10.1080/10426500108055100

Annulation reactions of chiral vinylsulfonium salts with 2-indolecarboxaldehyde

Kyung Hee Kim, Sammy Metobo, Leslie S. Jimenez

School of Arts and Sciences, Chemistry & Chemical Biology

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

2 Scopus citations

Abstract

The preparation of the chiral vinylsulfonium salts 4, 5, and 6 is described. Their use in an annulation with 2-indolecarboxaldehyde and sodium azide proceeds to form the azido alcohol 2 with low asymmetic induction. These results represent an initial investigation of the asymmetric induction obtained from enantiomerically pure vinylsulfonium salts.

Original language	English (US)
Pages (from-to)	29-47
Number of pages	19
Journal	Phosphorus, Sulfur and Silicon and Related Elements
Volume	176
DOIs	https://doi.org/10.1080/10426500108055100
State	Published - Jan 1 2001

All Science Journal Classification (ASJC) codes

Biochemistry
Organic Chemistry
Inorganic Chemistry

Keywords

Asymmetric induction
Bicyclic heterocyclic compounds
Sulfonium salts

Access to Document

10.1080/10426500108055100

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title = "Annulation reactions of chiral vinylsulfonium salts with 2-indolecarboxaldehyde",

abstract = "The preparation of the chiral vinylsulfonium salts 4, 5, and 6 is described. Their use in an annulation with 2-indolecarboxaldehyde and sodium azide proceeds to form the azido alcohol 2 with low asymmetic induction. These results represent an initial investigation of the asymmetric induction obtained from enantiomerically pure vinylsulfonium salts.",

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N2 - The preparation of the chiral vinylsulfonium salts 4, 5, and 6 is described. Their use in an annulation with 2-indolecarboxaldehyde and sodium azide proceeds to form the azido alcohol 2 with low asymmetic induction. These results represent an initial investigation of the asymmetric induction obtained from enantiomerically pure vinylsulfonium salts.

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