Direct catalytic asymmetric mannich-type reaction of α-sulfanyl lactones

Sho Takechi; Naoya Kumagai; Masakatsu Shibasaki

doi:10.1021/ol4008734

Direct catalytic asymmetric mannich-type reaction of α-sulfanyl lactones

Sho Takechi, Naoya Kumagai, Masakatsu Shibasaki

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

18 Citations (Scopus)

Abstract

Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.

Original language	English
Pages (from-to)	2632-2635
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	11
DOIs	https://doi.org/10.1021/ol4008734
Publication status	Published - 2013 Jun 7
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol4008734

Cite this

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abstract = "Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.",

author = "Sho Takechi and Naoya Kumagai and Masakatsu Shibasaki",

year = "2013",

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T1 - Direct catalytic asymmetric mannich-type reaction of α-sulfanyl lactones

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AU - Kumagai, Naoya

AU - Shibasaki, Masakatsu

PY - 2013/6/7

Y1 - 2013/6/7

N2 - Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.

AB - Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.

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DO - 10.1021/ol4008734

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

Direct catalytic asymmetric mannich-type reaction of α-sulfanyl lactones

Abstract

ASJC Scopus subject areas

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