Organocatalytic, Asymmetric Synthesis of 3-Sulfenylated N-Boc-Protected Oxindoles

Sulfenylated oxindoles: The first asymmetric sulfenylation of N‐Boc‐protected oxindoles has been developed to provide products containing a tetrasubstituted stereogenic center in high to excellent yields (86–98 %) and, in most cases, excellent enantioselectivities (up to 96 % ee; see scheme)....

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Bibliographic Details
Published in:Chemistry : a European journal 2012-09, Vol.18 (37), p.11531-11535
Main Authors: Wang, Chuan, Yang, Xuena, Loh, Charles C. J., Raabe, Gerhard, Enders, Dieter
Format: Article
Language:English
Subjects:
Amides - chemistry
asymmetric synthesis
Asymmetry
Cases (containers)
Catalysis
Chemistry
Crystallography, X-Ray
Indoles - chemical synthesis
Indoles - chemistry
Models, Molecular
Molecular Structure
organocatalysis
oxindoles
Pyrrolidines - chemistry
squaramides
sulfenylation
Synthesis
Thiourea - analogs & derivatives
Thiourea - chemistry
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Summary:Sulfenylated oxindoles: The first asymmetric sulfenylation of N‐Boc‐protected oxindoles has been developed to provide products containing a tetrasubstituted stereogenic center in high to excellent yields (86–98 %) and, in most cases, excellent enantioselectivities (up to 96 % ee; see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201201262